ADHD-ish™

Épisodes

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  Stop Confusing Options for Opportunities: A Practical Guide to Decision Making for ADHD Entrepreneurs 11.08.2026 31min

  Ever find yourself saying yes to a new collaboration, tool, or project—then months later wondering how you got there? If you run a business (especially with an ADHD-ish™ brain), you’re not alone.‍In this episode, I break down why our brains confuse options for opportunities, how dopamine clouds our judgment at the moment of the ask, and share a practical “screen door” filter to make better decisions going forward.‍Dopamine is a talent scout, not a bookkeeper: That rush of excitement we feel with something new? It’s all about anticipation—not reality. The cost and maintenance of a new yes don’t hit until much later. The trick is to slow the yes.‍Clever ways options pretend to be opportunities:‍The Flattering Ask: feeling chosen and visible can feel like opportunity, but might be just an option that doesn’t fit your goals.‍The Closing Door: artificial urgency and manufactured scarcity prey on impulsive decision-making.‍The Adjacent Idea: our shiny new ideas often show up exactly when important work becomes tedious, tempting entrepreneurs to jump ship.‍Why is this so hard for ADHD brains?‍Because dopamine is LOUD and it fires at anticipation, not the actual result. That new offer or collab invitation? It’s pure possibility—no fatigue, no disappointment, no downside at first. The evaluation part comes much later, usually after you’re already committed.Story Time ‍Diann once bought a high ticket course to “launch a high-ticket course,” and not only never opened it, but kept paying a monthly subscription for three (!) years (ADHD dopamine at work, folks—don’t feel bad, you’re not alone! 😂‍Try this: The 4-Question "Screen Door" Filter‍Before you say yes, ask yourself:1. What existing goal does this serve?2. What does it leverage that I’ve already built?‍3. What are the terms of this commitment?‍4. Does it survive 72 hours?Nothing new gets a same-day yes. That 72-hour pause is where the real magic happens (and where many “opportunities” evaporate).‍Start here: *Make an idea parking lot for every new ask or idea.*‍Practice the pause: “Let me check a couple things and get back to you.”‍*After 72 hours, run the 4-question test.Some asks will quietly disappear. Others will become real, intentional decisions. Give it a try and notice how different your “yes” feels and the discomfort of waiting. That’s data.‍Mantra for the week:Every yes is not a purchase—it’s a subscription. Read the terms before you sign.‍But what about all the past decisions you’ve made that have made your business messy and chaotic? ‍I’ve got you! Click here to read the companion blog post “How to Know When Your Business is Too Complicated: A Right-Sizing Guide for ADHD Entrepreneurs.” ‍ ‍Your ADHD-ish ™ host ‍Diann Wingert, MSW is the insightful host of ADHD-ish™, where she helps entrepreneurs and professionals navigate the challenges of running a business with an ADHD brain.‍Known for her practical wisdom, Diann regularly explores topics like decision-making, teaching her audience how to filter choices more effectively.‍Through her relatable storytelling and expertise, Diann shares lessons gained from serial business ownership, a 20 year career as a psychotherapist and a lifetime with ADHD.‍Want deeper support untangling your yeses and rebuilding your decision-making? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert, MSW.‍New to ADHD-ish™? Subscribe/Follow ADHD-ish on Apple or Spotify for more ADHD-informed business strategy, inspiring guest expert interviews and client success stories.‍© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  A Skeptic's View of Using an AI Coach 04.08.2026 37min

  In a world where technology promises to simplify our lives, how do those of us with ADHD – notorious for our resistance to structure – harness that promise without abandoning our critical thinking or our humanity? Join me for this conversation with my client, Elizabeth Meyer - professor, coach, and self-described AI skeptic, who offers a roadmap for experimenting wisely with AI-powered tools, while staying loyal to our own brains, values, and need for connection. When Elizabeth was first offered the opportunity to sign up for my digital clone, Di AI, she hesitated. Then she did something unexpected - she designed an experiment to put Di AI and herself to the test. Elizabeth brought a scientist’s rigor to the experience – scheduling regular sessions, setting clear goals, and running timers to structure her use, all to observe how the tool impacted her behaviors and mindset. The episode explores:How Elizabeth structured the experiment (including the infamous decision matrix and her “wildly unrealistic expectations”)Surprising (sometimes maddening) moments where AI reflected “stupid common sense” she’d never consideredWhat ghosting an AI tool taught her about the difference between digital and human accountabilityThe unexpected role of values alignment and motivation for us “rebels”Cautionary tales about outsourcing too much trust—or too much of ourselves—to technologyWhy critical thinking and intentionality are the only way these tools ever work for ADHD-ish brainsElizabeth and I share both the wins and the “facepalm” moments, plus an actionable tip sheet for anyone skeptical (or hopeful) about using AI for habit-building and organization.Her pro tip: Judge the tool by the quality of questions it asks youDon’t Miss:Elizabeth’s three-question framework (adapted from Naturalistic Decision-Making) for deciding when and how to engage with AI tools—so you never cede too much power to an algorithm If you’re tired of empty promises from productivity apps—or want a peek at what a scientifically-minded ADHD brain learns from kicking the tires on new tech—this episode is for you.Fun FactElizabeth shared a story about her 15-year-old niece who, when asked where they should go for dinner, responded: “I don’t know. Let me ask Chat.” The future is here and apparently it’s hungry for chatbot inputYour turn! Make it practical: Use Di AI to help implement a tactic you picked up from the podcast, track specific goals, and follow up on progress.Know your “why”: Consider the reason you are looking for accountability and fit AI into your schedule where you need a champion (hello, bookkeeping!) If you haven’t signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free. Grab Elizabeth’s Tip Sheet for making the most of Di AI (or any AI app)About today’s guest:Elizabeth Meyers is an informatics professor, consultant, and owner of Deep Dive Strategies, where she advises early-stage startups and small companies on strategy and product design.Driven by a fascination with how humans navigate complex environments, Elizabeth specializes in Naturalistic Decision Making (NDM), studying how experts make high-stakes choices in real-world settings. As an entrepreneur who respects both human expertise and technology, she blends her deep background in technology and information science to explore how experts interact with AI. Mentioned in this episode:Conditions for intuitive expertise: a failure to disagree. Kahneman D, Klein G. Am Psychol. 2009 Sep;64(6):515-26. doi: 10.1037/a0016755. PMID: 19739881. Naturalistic Decision Making Conference Michael Webb PresentationAdam Mastroianni - “Bag of Words” post on SubstackDALL- E AI image generator Ep #281: Find Your Flow: 3 Focus Days Models for ADHD Brains Ep #212: Get More Done: How to Focus with ADHD & Take Real ActionThe Four Tendencies - Elizabeth is a Rebel. What are YOU? Identifying Your Core Values - self assessment Jodie Cook, Founder of Coach Vox Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance.Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  Out of Sight, Out of Mind: How ADHD Object Permanence Leaks Money From Your Business 28.07.2026 18min

  ‍Welcome back to ADHD-ish! In this episode, host Diann Wingert closes out the five-part solo series, “Reframing ADHD Traits as Business Strategies.” Today’s focus: the ADHD challenge of “out of sight, out of mind”—a.k.a. ADHD Object Permanence—and how it quietly drains money from your business. This is one of the most misunderstood ADHD strengths and struggles, and understanding it transforms your revenue.Most people learned about object permanence as a developmental milestone in infants: it’s the reason peekaboo is so mind-blowing for toddlers. But for adults with ADHD, it’s not about missing a childhood milestone—it’s a “functional glitch” that endures throughout adulthood.ADHD Object Permanence challenges aren't about immaturity; they're directly connected to how ADHD working memory functions differently from neurotypical brains.If something isn't visible—literally in your line of sight—your ADHD brain tends to forget it exists. In business, this means things like overdue follow-ups, unrevived client relationships, or forgotten services gather dust. This is one of the core ADHD strengths and struggles that impacts your bottom line.Where Are You Leaking Money? ‍I break it down into three layers:1. Past Clients: Amazing people who loved working with you, would buy again, and just need a nudge. But if they’re not in your calendar or inbox—they don’t exist to your brain. Your ADHD working memory isn't the problem; your system is.2. Leads in the ‘Dark Pipeline’: Warm prospects you were this close to converting…now forgotten until you randomly find that old email weeks later (and then feel the shame spiral). ‍This is ADHD Object Permanence in action—out of sight, completely out of mind.3. Your Own Offers: Courses, workshops, or services you actually could be selling—but forgot you even have. How many revenue streams are invisible because of ADHD Object Permanence?What’s the Fix? Structural Visibility ‍Don’t go buying a new planner or promising to “try harder.” That’s not a strategy—it’s just more stress. Instead, build software (aka systems!) around your brain’s “hardware” constraints. This is how you turn ADHD strengths and struggles into actionable business strategy.Here’s How: ‍● Use a CRM to remember leads for you—don't let your ADHD working memory be your only sales tool! This is structural support for ADHD Object Permanence.● Block off time every week to review offers, check in on clients, and nudge those dark leads back into the light. Regular visibility beats relying on memory.● Pre-schedule re-engagement emails for past clients + warm leads. Automation handles what ADHD Object Permanence makes invisible.Where to start: ‍Don’t overhaul everything at once. Pick one area—past clients, dark leads, or forgotten offers—and add a single piece of visibility this week. ‍It could be as simple as pulling your last 20 clients into a spreadsheet or writing a list of every product you currently offer. The important part is making invisible opportunities visible again. This is how you leverage ADHD strengths and struggles for revenue growth.Mentioned in this episode: ‍Laura Schulte - LinkedIn ‍The Pipeline Compounder Kit email marketing platform (affiliate link) ‍ ‍Other episodes in the Reframing ADHD Traits as Business Strategy series: ‍Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand ‍Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem ‍Ep #321: The Recurring Revenue Trap: The Hidden Cost of Stable IncomeEp #323: What Procrastination, Resistance & Avoidance are Trying to Tell You About Your Business ‍Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. ‍Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish ™ for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish ™ on Apple or Spotify‍ ‍© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  Eliminating Friction & Fatigue as an ADHD Solopreneur: A Client Success Story with Kathryn Bird 21.07.2026 43min

  In this episode of ADHD-ish, host Diann Wingert is joined by client, Kathryn Bird, a successful travel content creator and entrepreneur, as she opens up about the reality behind her seemingly enviable career.Despite speaking at major shows and building an impressive business, Kat wrestled with overwhelm, time blindness, guilt, and the relentless expectations she placed on herself—classic hallmarks of living and working with ADHD.Join us for an honest conversation about unraveling the tangled threads of passion, drive, and self-worth, and how doing "less but better" can transform both business and well-being.Here are my top 3 takeaways for anyone feeling stuck in their own “success”:You don’t have a million problems—just a few powerful patterns. Identifying and naming them makes change possible.Your worth is not tied to your to-do list. Planning for realistic work hours, protected downtime, and recovery is the key to sanity and sustainability.You get to define your boundaries. Say no, let go of what drains you, and protect your energy—even when it means “hiding” some of your projects from yourself if deleting them feels too scary.If you find yourself working nonstop, feeling guilty about taking a break, or recreating old corporate patterns in your “dream job,” remember: nothing on your list is more important than your well-being.About today’s guest, Kathryn Bird Kat (she/her) is a former Royal Navy helicopter observer and London airspace air traffic controller turned travel blogger and entrepreneur. After leaving her high-pressure career to travel the world, Kat turned her passion into a thriving business, teaching and inspiring fellow adventurers through her content and memberships.Her journey has been marked by remarkable achievements—and the hidden struggle of managing ADHD, perfectionism, and the pressures of self-employment.Connect with Kat:Website: https://www.wandering-bird.com/Instagram: @wanderingbird.adventures.YouTube: https://www.youtube.com/@WanderingBirdYour ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive.Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance, while eliminating the extremes of boredom and burnout.Inspired by Kat’s results & want to chat about what success can look like for YOUR business? Book a free consultation and let’s talk!Want to listen to other Client Success Story episodes before booking that consultation appointment? I’ve got you. Here is the playlist. Practical TakeawaysBe honest about what’s really on your plate. Track your time and get real with your expectations“Nothing on this list cannot wait.” Borrow Kat’s mantra - perfect for ADHD overachieversRest is productive. Building in recovery weeks and being intentional about your workload makes all the differenceLet go (just a little). Not every idea, offering, or piece of content needs to be perfect or even usedNot ready for my six-month, one to one coaching program, but want an ADHD-informed, business savvy coach on demand? My digital clone, Di AI is free in beta.Just click the link and start chatting now!© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops/ Outro music by Vladimir / Bobi Music / All rights reserved.
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  What Procrastination, Resistance & Avoidance Are Trying to Tell You About Your Business 14.07.2026 21min

  Feeling stuck in a cycle of procrastination, resistance, and avoidance? If you’re running a business with an ADHD brain, it’s time to stop fighting your nervous system and start listening to it. Understanding ADHD means recognizing that your resistance is data. In this episode of the ADHD-ish™ Podcast, part of the Reframing ADHD Traits as Business Strategy series, I challenge the mainstream productivity tips, and offer a new perspective: Procrastination isn't always the enemy—it's often vital business information.3 Key Takeaways:Procrastination is a signal, not a personal failing. Your nervous system might be telling you something important about your business, like a task you’ve outgrown or a decision you haven’t fully made. This is how ADHD neurodiversity communicates through resistance.Five “signals” behind resistance: Delegation (tasks you should hand off), Decision (incomplete choices), Sunset (offers you need to let go), Revenue (underpriced work), and Clarity (undefined scope/stakes). Most productivity tips miss these underlying issues entirely.Don’t override, diagnose first. Before pushing through with more discipline, ask “What is this resistance telling me?”—then act on the real issue behind your avoidance. This diagnostic approach honors ADHD neurodiversity.The Reframe: Procrastination is regulatory, NOT motivational.Your nervous system is sending a protective signal, not exposing a character flaw or lack of discipline. For ADHD neurodiversity, this shows up when something is off below the surface—even if you don't consciously know what it is. This is why traditional productivity tips often fail.Next time you find yourself stuck, don’t reach for another productivity hack. Instead, ask: “What is my resistance trying to tell me?” Then act on the message, not just the task. Your business, and your brain, will thank you. This is what working with ADHD neurodiversity—rather than against it—actually looks like.Other episodes in the series:Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on DemandEp #317: Time Blindness is a Pricing Problem, Not Just a Productivity ProblemEp #321: The Recurring Revenue Trap: The Hidden Cost of Stable IncomeLooking for an ADHD-informed business coach that is available on demand? Sign up for my digital clone, Di AI Beta access is still free and available now!Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  No Diagnosis? No Problem! Embracing Neurodivergence Without Labels with Dr. Naketa Ren Thigpen 07.07.2026 48min

  Welcome to another episode of ADHD-ish, where we explore the lived realities, hidden challenges, and unique gifts of being neurodivergent in business and life.Today’s episode is an intimate conversation between friends, colleagues, and fellow neurodivergent entrepreneurs.Returning guest, Dr. Naketa Ren Thigpen, is an expert at the intersection of relationships and entrepreneurship, who has made the decision to forgo a formal diagnosis, while fully accepting her ADHD traits.Together, we explore how trauma, workarounds, and unapologetic authenticity shape both personal growth and professional impact.3 Key Takeaways:Workplace Dynamics Are Deeply Human: So many organizational challenges stem from unresolved personal issues that show up at work. As Naketa says, bringing relational intelligence into organizations is the next frontier for trust, performance, and true inclusion.Diagnosis Isn’t Required for Legitimacy: You don’t need a formal diagnosis to embrace your neurodivergent identity. For some, building effective "workarounds" is enough to thrive—labels can be empowering for some and unnecessary for others, as powerfully shared.Hyperfocus Is a Super Tool—With Boundaries: Our ability to “hear the words and the music”—to focus deeply and be truly present—is a neurodivergent gift. Guarding these focus states with strong boundaries is key to making the most of them, both in business and personal growth.About today’s guest, Dr Naketa Ren Thigpen Dr. Naketa Ren Thigpen is the Architect of Intimacy in Innovation, the world's foremost Balance (and) Relationship Advisor, and Co-Founder and CEO of ThigPro Balance (and) Relationship Management Institute.Embodying her wild & rare nature, she moved beyond traditional therapy into something the industry hadn't seen.Double Board Certified and doctorate-trained in Relationship Dynamics, Dr. Naketa licenses Applied Relational Intelligence Systems to mid-market organizations, certifying their own leaders to reduce turnover, stabilize trust, and accelerate decisions from the inside.Her private advisory, BAR COTERIE, serves a select few bold enough to recalibrate success without regret. Named among 100 Women to Watch in 2026 and honored by the NAACP, she proves one thing: intimacy fuels innovation.Connect with Dr Naketa:Website: https://thigpro.com/LinkedIn: https://www.linkedin.com/in/naketathigpen/Instagram: https://www.instagram.com/asknaketaNaketa’s framework: Applied Relational Intelligence System (ARIS)Substack: https://thigproquo.substack.com/Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive.Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance.What’s the first step for turning the business you have into the business you want? Take the ADHD-ish™ Business Blindspot quiz Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  The Recurring Revenue Trap: The Hidden Cost of "Stable" Income for Business Owners with ADHD 30.06.2026 30min

  Welcome back to ADHD-ish! I’m Diann Wingert, and in this episode, we’re addressing a question that many business owners with ADHD hesitate to ask themselves: Do you actually like the work that brings you your most reliable income?Not just the money, but the day-to-day tasks, the routine, and the clients you serve month after month. Understanding neurodiversity means recognizing that what works for neurotypical business owners—predictable recurring revenue models—may actively sabotage your success.Because so many of them hate to admit they don’t, I’m breaking down what I call the “recurring revenue trap”—the idea that true business maturity comes from stacking retainers, running memberships, or launching evergreen offers for that coveted, predictable income.This myth is especially damaging for those of us navigating neurodiversity in business. But what happens when your ADHD brain, which craves novelty, challenge, and variety, clashes with the sameness and repetition these models demand?If you’ve ever found yourself bored, resentful, or white-knuckling through work that “should” feel like a win, the problem isn't you—it's a structural mismatch between how neurodiversity is wired and traditional business models.3 key takeaways for ADHD business owners:Predictability vs. Novelty: Recurring revenue models (like retainers and memberships) are built for brains that thrive on sameness and routine—not the dopamine-hungry ADHD brain, which craves novelty, challenge, and change. Understanding neurodiversity means designing around these realities, not fighting them.Structural Not Personal: Burning out on reliable income streams isn’t a failure—it’s a sign of structural mismatch. ADHD brains are wired to lose motivation with repetitive, predictable work. This is where value based pricing strategy becomes essential—charging for outcomes and transformation, not time.Design for Your Brain: You DON’T have to quit recurring revenue altogether. Instead, intentionally build novelty into your recurring offers—limited run cohorts, rotating scopes, themed “seasons,” and planned refreshes let you keep both financial stability and creative energy. A flexible retainer model can honor both your needs and your neurodiversity.6 Dopamine-rich alternatives to boring recurring revenue models:Limited-run cohorts: Short sprints, not never-ending slogsRetainers with rotating scope: New focus each quarter keeps it freshMemberships by season/theme: Built-in breaks & changing contentQuarterly intensives: Ditch the monthly grind; go deep, then restPlanned sunsets: Don’t beat dead offers—set a clear end date!Built-in refreshes: Schedule reinventions before boredom strikesThe offer you’re white-knuckling today is NOT the offer that’ll get you to the next level. Try, tweak, or sunset—but make it on YOUR terms. Mentioned during this episode:Episode #238_Creative Sprint Days: One Entrepreneur’s Solution for an ADHD-Friendly Business, with Evan Sargent Other episodes in the series:Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on DemandEp #317: Time Blindness is a Pricing Problem, Not Just a Productivity ProblemYour ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  You're a F*cking Wizard: Why Your Business Needs a Game Master, Not a Guru, with Paul Pape 23.06.2026 54min

  Welcome back to ADHD-ish!In this episode, I sit down with Paul Pape, a creative business coach who brings creativity and playfulness to entrepreneurship by turning business strategy into an adventure—literally.Together, we explore the starving artist myth, the difference between creatives and artists, and why traditional business advice often falls flat for "cloud thinkers" with ADHD.You'll hear behind-the-scenes stories about rescuing multi-million dollar businesses with a single round of "D&D Business Edition," how self-knowledge (and a character sheet!) can help you embrace your quirks, and find profit, purpose, and magic—on your own terms.Whether you’re a seasoned creative entrepreneur or wondering how to turn your neurodivergence into your greatest asset, this conversation is filled with wisdom bombs, real talk, and practical strategies for making business—and life—a game worth playing.Here are my top 3 takeaways for creative entrepreneurs and fellow neurodivergents:Gamify for Engagement: Turning business challenges into quests (not just tasks!) makes even the most daunting to-do list approachable and—dare I say—fun. Paul swears by quest structures with tangible rewards to help ADHD brains stay motivated and follow through.Identity Is Your Superpower: Creating a "character sheet" for yourself enables candid self-reflection, minus the ego panic. It’s a way to step outside traditional business coaching and unlock rapid personal growth—especially for those who hide or mask their real selves.Redefine Success on Your Terms: Not every creative business needs to scale. chooses bespoke, deeply connected work over group programs and mass-produced results. The real magic? Custom approaches lead to legacy-building impact for both coach and client.Ready to gamify your business? Take Paul’s personality quiz at www.gamifybusiness.com/quizAbout today’s guest, Paul Pape:Despite the challenges of running an all-custom operation—a model many believe is doomed to fail—Paul Pape has been thriving, creating more than 3,000 original products for an impressive roster of clients, including Disney, Universal, and Nickelodeon, as well as individuals from around the globe. His unwavering dedication and inventive spirit have sustained his business for over 20 years, proving that passion and adaptability can defy the odds.In addition to his custom design work, Paul runs Gamify Business, where he is the barkeep in a tavern for creatives. Tapping into his neurodivergent nerdery, Paul takes boring business practices and translates them into gaming themes and terminology. Character classes instead of customer avatars, quest lines instead of project plans. Want to chat with Paul about your business quest? The barkeep is in, so pull up a stool. Paul’s Body of Work: Gamify BusinessTEDx Talk: Santa for NerdsPaul’s Books:Stop Selling Your Shit The Creative Player’s Handbook to Business Paul Pape DesignsYour ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits.Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast. Diann is many things, but she is not a gamer. She is, however, learning to tap into her nerdy side.Mentioned during the episode:Dragons & Beasties‍ ‍ Breaking Bad‍ ‍Dungeons & Dragons‍ ‍World of Warcraft‍ ‍Joe Dispenza: Breaking the Habit of Being Yourself‍ ‍‍ ‍Vincent Van Gogh‍ ‍Jackson Pollock‍ ‍The Industrial Revolution‍ Target‍ ‍TJ Maxx‍ ‍Tim Burton‍ ‍Nightmare Before Christmas‍ ‍Danny Elfman‍ ‍Johnny Lam’s You Are Player 1 ‍Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  The ADHD Expert's Trap: Performing Your Value Instead of Owning It: A Client Success Story with Jabari Allen 16.06.2026 35min

  When many leave traditional employment to start their own business, they dream of freedom, creativity, and fulfillment. Yet the reality often looks eerily familiar.Even after making that bold leap, it’s easy to recreate the same patterns and pitfalls from corporate life—scope creep, burnout, and that ever-present sense of chasing moving goalposts.For today’s guest, Jabari Allen, a tech consultant specializing in AI reliability, the early entrepreneurial road was filled with the same energy-draining dynamics he’d hoped to escape.But what makes Jabari’s story so unique is the intersectionality at play: building a business while navigating the realities of being Black and neurodivergent in the predominantly white tech industry.Jabari shares what it feels like to be “the only one” in the room, and how owning every facet of his identity—rather than hiding or compensating—becomes the most radical business strategy of all.This Client Success Story is a vulnerable and inspiring conversation about evolving your entrepreneurial identity and what is possible with a thought partner who challenges you to move beyond proving your worth into owning your power.Here’s What You’ll Learn in This EpisodeTrusting Your Intuition Matters: What it really means to listen to your gut in business, especially when everyone else seems to know betterPeople-Pleasing Isn’t Always Obvious: Discover the sneaky ways people-pleasing shows up for entrepreneurs—and why setting boundaries is actually better for you and your clientsIntersectionality & Self-Advocacy: Gain insight into what it’s like to navigate tech as a Black neurodivergent professional, and how those layers shape confidence and communicationEmbracing Your Thought Leadership: Learning how to shift from “technician” to “expert”—and how the simplest offer can be both disruptive and profitableFun Fact from the EpisodeThere’s a term in the tech industry for endlessly fussing with tiny details called “yak shaving.” Turns out, it’s not just about perfecting code—but can be a major sign you’re avoiding a bigger decision. Jabari calls it circling the drain, and I refer to it as fluffing the pillows.Whether it's the obsessive nature of ADHD perfectionism, anxiety about feeling we need to prove ourselves, or keeping ourselves too busy with the small stuff to confront the big stuff, or a combination plate of all of the above, set a limit on this tendency to keep from holding yourself back while feeling productive.Connect with Jabari Allen: Website - Substack - LinkedInIs it time to redefine your success as a business owner with ADHD, and shift from proving your value to owning your expertise? The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now. Click here for the custom playlist of more ADHD-ish™ Method Client Success Stories And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  "Somebody Stole My Sh*t!" : Copycats, Counterfeiters, and How to Protect What You've Built, with Dani Donovan 09.06.2026 56min

  ‍From her unexpected rise as an ADHD comic creator to pouring over 3,000 hours into designing The Anti-Planner, a "productivity spell book," Dani Donovan is a force of nature.In this lively interview, Dani shares her unfiltered journey of building a tool for people tired of feeling like failures, dealing with the emotional roller coaster of intellectual property theft, and navigating impostors selling shoddy knockoffs of her labor of love.‍We discuss what goes into protecting your intellectual property as an entrepreneur, why valuing your own creative work is vital, and what Dani wishes she’d known before dealing with copycat chaos and the steep cost of defending her business.Her story underscores why trademark protection and legal safeguards aren't luxuries—they're essential armor for small business ownership.‍If you’ve ever obsessed over planners you never use, struggled with perfectionism and procrastination, or wondered what it really takes to launch and protect something one-of-a-kind—this episode will resonate.‍Get ready for hard truths, laughter, and transparency about the messy realities of ADHD entrepreneurship.‍Key takeaways for fellow creators and founders:‍Protect Your IP Early - Dani Donovan’s story underscores the importance of copyrighting your content and considering trademarks before you reach mass awareness—even an overseas copyright or trademark if necessary.Counterfeiting Can Happen to You - Whether you’re just starting out or have a viral hit, don’t assume your business is “too small” to be targeted. Copycats watch for what’s trending, and success makes you a target.‍Community & Transparency Matter - Sharing the messy, challenging parts (like publicly addressing counterfeiting) can activate support from customers and fellow entrepreneurs—and may even lead to further growth and visibility.‍Fun Fact From The Episode‍When the first shipment of the Anti-Planner arrived, people (including myself) literally hugged it to their chest—and it wasn’t by accident! Dani intentionally made it “therapy pillow-sized” based on how she wanted users to feel about it.‍About today’s guest, Dani Donovan:‍Dani Donovan is an award-winning designer and creator of the viral hit product, "The Anti-Planner: How to Get Sh*t Done When You Don't Feel Like It." Known for her relatable ADHD comics, tweets, and TikToks, she's been helping shape the online neurodiversity community since 2018.Dani was the closing keynote speaker at the 2021 International ADHD Conference, and her work has helped thousands of people seek an ADHD diagnosis and treatment.Mentioned during the episode:‍Alibaba ‍ - Steve Peha - Copyscape Plagarism Checker ‍- MarqVision Brand Protection Agency‍About the Anti-Planner:‍Tapping into her own frustrations and the lived experiences of ADHD peers, Dani Donovan spent over 3,000 hours creating The Anti-Planner, a “productivity spellbook”—a lovingly designed, non-linear, highly personalized compendium of over 100 strategies for overcoming procrastination and building emotional resistance.‍Dani obsessed over every detail: the comforting size, playful illustrations, durable faux-leather binding, gold foil, thick paper, pen loop, and rounded corners. It is gorgeous, practical, and nothing like all the planners you’ve bought and abandoned two weeks later. I absolutely love mine!‍Buy your copy of the Original Anti-Planner here. (Dani also has a Clean version if you are not so sweary…)‍ ‍Your ADHD-ish™ host, Diann Wingert ‍Diann Wingert brings decades of experience as a psychotherapist and serial business owner to coaching entrepreneurs with ADHD traits. Her style is direct and strategic, with a dash of humor, and filled with the insights of someone who lives and breathes the ADHD-ish™ experience. Diann is the creator of the ADHD-ish™ Method, host of the top-rated ADHD-ish™ podcast and proud mom of three neurodivergent adults.‍ ‍‍ ‍Should I have Dani back again? Want Dani Donovan to return to ADHD-ish™ to talk about what actually happens when your business scales way faster than you expected? Let us know by leaving a voice message here or sending an email here. Thanks!‍ ‍© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  Time Blindness is a Pricing Problem, not Just a Productivity Problem 02.06.2026 21min

  ‍Traditionally seen as a productivity flaw, time blindness is revealed here as a money problem, quietly undermining pricing, profits, and self-worth for solopreneurs with ADHD.This episode explores why common fixes like timers and time blocking miss the deeper issue, and instead, offers practical ways to design around the unique ADHD brain.Listeners can expect actionable tools—like range pricing, value-based pricing, and multipliers—to help create smarter, ADHD-friendly business practices.Key Takeaways: 1. Why time blindness is more of a money issue than a productivity problemMissed deadlines are visible, but it’s the underpriced projects and unseen labor that are draining your profits.2. How the ADHD brain’s sense of time impacts your pricing (and sends you into the red)3. Why accurate estimation is a myth—and what to do insteadSpoiler: The strategic move is to build pricing that works with your brainThe Three Places You’re Losing MoneyThe invisible cost of time blindness shows up in three big ways in most service-based businesses—and maybe in yours too:● Quoting New Work: Saying “yes” to projects we’ve never done, referencing a project that only looks similar, and then confidently (but cluelessly) assigning a price. Inevitably, unknowns explode, and you end up working for free● Scoping Familiar Work: Every project you think you know by heart, but memory only shows you the highlight reel.● Hidden Labor: The worst offender. All the little admin tasks, endless revisions, back-and-forth emails, and extra meetings never get included in my quote. They don’t feel like “billable” work, but they devour hours and energy in unpaid work.Six Pricing Strategies that Correct The Effects of Time Blindness:● Range Pricing: Quote within a range, not a fixed number.● Value-Based Pricing: Charge for outcomes, not hours.● Multipliers & Buffers: Take your default quote and multiply it (1.5x, 2x, even 2.5x if you’re feeling brave).● Project vs. Hourly Pricing: Bill by project, not hours, so you’re aren’t penalized for hyperfocus sprints● Built-In Revision Rounds & Communication Caps: Set clear boundaries on extra work and comms, and make it official.Time blindness isn’t going away—but by meeting your brain where it is, you can transform ADHD traits from liabilities into business assets. Design your pricing not despite your ADHD, but in partnership with it—and start keeping your hard-earned money where it belongs: in your business.Try The Multiplier Experiment on your next proposal:1. Write down the number you want to send.2. Multiply it by 1.5x (or higher—it should feel just a bit stretchy).3. Send that quote. Notice the resistance, the stories, the “what ifs.”4. Collect the data: Did the client say yes? No? What did you learn?Every proposal is a data point for better pricing decisions. Stop leaving money on the table!Research on ADHD & time blindnessYour ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives. Resources Mentioned in This Episode: Sign up for Di AI, my ADHD business coach digital clone, for free: https://bit.ly/di-ai-accessMake sure you don’t miss the next episodes in this “Reframing Your ADHD Traits as Business Strategies” series. Subscribe/Follow ADHD-ish on Apple or SpotifyWant my help to build your business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching.‍ ‍© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  You Want to Be a Published Author, but You Have ADHD, with Meg Casebolt 26.05.2026 45min

  Ever wondered how someone with a full plate—a thriving business, a family, a neurodiverse household, AND a stack of published books—still finds time to sleep?Or better yet… how they use their ADHD to power all of it? If you’ve ever felt overwhelmed by your own creativity or wondered if you’re “too much,” you’re going to love this interview with returning guest and my SEO consultant, Meg Casebolt. Her approach to neurodiversity in business proves that ADHD can be a strategic advantage, not a limitation.Meg is an entrepreneurial powerhouse who perfectly embodies the phrase “multi-passionate with a mission.” I’m talking about building a successful SEO consultancy while cranking out several romance novels, nonfiction books, and helping others find their voices—all with the magic (and occasional mayhem) of an ADHD brain. Her writing strategy and approach to creative writing offer a blueprint for managing multiple projects without burning out.This is not a conversation about “doing it all.” It’s about how to let your brain’s unique wiring become your greatest asset. Meg shares candidly about her writing journey: from being a childhood word nerd, to losing the joy of writing through academia’s rigidity, and then rediscovering the creative spark during the uncertainty of the pandemic.Ever felt like your nervous system is on overdrive? You’re not alone—turns out writing romance novels was exactly what Meg needed to dial down anxiety and reclaim hope. This is neurodiversity in business at its most authentic.Here are my top 3 takeaways from our chat:Creativity Needs Structure:Meg breaks big projects like writing novels and business books into manageable, bite-sized sessions—30 minutes a day can add up to published work and reduced overwhelm.Curate Your Input to Cultivate Your Output:Both of us have found that reducing media consumption and focusing on our unique perspectives boosts creativity and clarity—whether you’re writing, building, or rebranding.Honor Your Brain (and Your Needs):It’s not about doing it all—it's about doing what fuels you. Speaker B balances left- and right-brain work, has learned to say no to platforms that drain her energy, and finds flow by following her interests and intrinsic motivations.About today’s guest, Meg Casebolt:Meg Casebolt helps experienced founders, consultants, and creators become findable in AI-powered search—not through keyword tactics, but through strategic authority positioning.As founder of Love At First Search, she works with experts who don’t need more SEO advice but do need a new way to be understood by modern search systems.Her approach focuses on helping people become quotable and recommendable: teaching them to claim specific expertise territory and build the signals AI uses to evaluate credibility.Diann’s Note: After I lost 10k followers on social media accounts overnight due to hackers, I was determined to learn SEO and started working with Meg. Within 1 year, I rank at the top of all search engines in my niche, and 50% of my clients now find me through online search. Meg’s Body of Work: Love at First Search / Signal - SEO membership program (affiliate)Aggressively Human podcast with Jessica LackeySocial Slowdown Meg’s podcast and bookHappily Ever Indie - for self-published romance authorsMeg’s romance novels under her pseudonym Bailey Seaborn Recommended by Meg during the episode:Lacy Boggs, The Content Direction AgencyJoanna Wiebe - 12 Books That Will Make You Insanely Smart Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits.Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast.Connect with DiannReady to work with an ADHD-informed business strategist and coach? Book a free consultation with me. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand 19.05.2026 23min

  Welcome back to ADHD-ish™, where we're kicking off a five-episode series reframing the most talked-about ADHD traits as tools for entrepreneurial success, starting with hyperfocus.Forget the myth that hyperfocus is a rare, unpredictable gift. ADHD-ish™ host, Diann Wingert, reveals that the most successful ADHD entrepreneurs create the conditions for hyperfocus rather than hoping it just shows up.Here’s the game-changing insight:Hyperfocus is a state, not a fixed trait—and you can stack the deck to get into it on demand.3 Key Takeaways:Engineer Your Hyperfocus: Don’t wait for the muse—set up conditions like real deadlines, novel environments, meaningful rewards, supportive sensory cues, and a nourished body to invite focus on demand.Body Doubling is a Real Strategy: Working alongside others—friends on Zoom, coworking sessions, or even a busy coffee shop—provides social accountability and can reliably spark focus.Stack Conditions, Not Guilt: Hyperfocus isn’t about willpower; it’s about stacking multiple supportive factors. Even intentionally stacking just two of these can create momentum in your business.Hyperfocus can be a genuine business asset—if you learn to direct it. But, there are hidden costs to hyperfocus, too:Mental exhaustion and decision fatigueNeglected relationshipsOther parts of your business are left idleRemember: Hyperfocus is a power tool. Use it wisely—and plan for the comedown.What’s My Hyperfocus Setup? In my own business, I decide, ahead of time, exactly what needs my hyper-focused attention and how much time I’ll devote to it.The routine is precise: comfortable clothes, a high-protein breakfast, natural light, a pre-game ritual of exercise, sunshine, and social connection. And hydration throughout the hyperfocused state. No brain jerky for me.What’s not in my routine: willpower, white-knuckling, bullying myself or shame. The environment is repeatable, the stakes are real, and the body, mind, and brain are primed and ready. After it's over? Rest, recalibration, and reconnection.Hyperfocus as Skill - Start Here:Pick one 90-minute block of business-critical work.Deliberately create at least two of the five conditions above.Do the work—and observe the impact on your focus.Don’t be an overachiever and do all five. Start small, track the effect, and iterate. It’s not a productivity contest—it’s your personal hyperfocus experiment.Resources mentioned in this episode:Focus MateFocused Space (affiliate link)Zoom Spotify playlistsYour ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship.In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives.Want more strategies for time blindness, novelty chasing, object permanence issues, and procrastination? Make sure you don’t miss the next episodes in this “Reframing Your ADHD Traits as Business Strategies” series. Subscribe/Follow ADHD-ish on Apple or SpotifyWant my help to build your business with ADHD in mind? Schedule a free consultation to explore expert ADHD entrepreneur coaching with Diann Wingert© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  Myths About Virtual Assistants That Prevent ADHD Entrepreneurs From Getting The Help They Need, with Avigail Schondorf 12.05.2026 39min

  ADHD fundamentally impacts executive function—the mental skills for planning, prioritizing, delegating, and following through. So, when an entrepreneur hires a VA and is expected to onboard, direct, and give detailed instructions, they’re faced with a mismatch: the very skills they struggle with are those they now must use to instruct their assistant.Traditional VAs, trained to “do what they’re told,” end up sitting idle, waiting for direction, while the entrepreneur is paralyzed by indecision and shame. The result? Money is wasted, little is accomplished, and increased frustration, making it even harder to try again.What if support could be different? What if, instead of looking for a “unicorn” VA who can do everything, ADHD entrepreneurs sought out “distant assistants”—human lifelines who specialize in executive functioning, regulated communication, and operationalized thinking?Today’s guest is Avigail (Avy) Schondorf, fellow ADHD entrepreneur, podcaster, and owner of the Alisto agency that trains and outsources distant assistants who understand what neurodivergent business owners really need.This conversation is full of insights, humor, cringeworthy moments, and a new paradigm for shame-free support.Here are 3 key takeaways for anyone considering hiring support:A “bad” solution is not worse than no solution. Many ADHD entrepreneurs avoid help out of fear that it won’t work, but that only fuels more shame and wasted energy.Don’t wait for the “perfect” moment or system. The real tipping point isn’t having more work—it’s being ready to ask for what you need, without shame.Stop looking for unicorns—lean into teams. Expecting one assistant to do everything sets everyone up for failure. Specialized support means you (and your VA) can play to your strengths.If “doing it all myself” isn’t scalable OR sustainable, maybe it’s time to delegate differently—and embrace asking for help as a sign of strength.About today’s guest, Avigail (Avy) Schondorf:Avigail (Avy) Schondorf is a social worker turned entrepreneur who built two companies around the way her brain actually works.She's the founder of Alisto Virtual Workforce, a team of Distant Assistants who specialize in supporting neurodivergent entrepreneurs — and AvyHD, her strategy and thought leadership brand where she gets real about ADHD, delegation, and building a business without burning out.When she's not running her team or hosting the AvyHD Podcast, she's lifting weights, reading, or wrangling two very energetic daughters.Connect with Avy: WebsiteAVYHD podcastLinkedIn Mentioned during this episode:Avigail’s Octopus promptJamie from Bottleneck Distant Assistant My interview on Avi’s podcast, “Consistency, the Other C Word for ADHD Entrepreneurs”Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast.Links:Follow / Subscribe to ADHD-ish so you don’t miss an episodeReady to work with an ADHD-informed business strategist and coach? Visit my website. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  Four Ways High Functioning ADHD Entrepreneurs Put Their Mental Health at Risk 05.05.2026 31min

  You’ve scrolled past Mental Health Awareness Month posts thinking, “That doesn’t apply to me.” Your business looks fine. On the surface, YOU look fine. But what if the very skills driving your success are quietly putting your mental health at risk? The ADHD-ish ™ Podcast tackles the conversations mainstream mental health awareness misses—especially for high-functioning ADHD entrepreneurs.For those with ADHD, the world often evaluates “functioning” based on visible output, and being able to run a business is seen as “high functioning.” But the trap is that the more capable and outwardly composed you appear, the less likely you—and others—are to notice when your mental health is slipping.This isn’t about denial. It’s the same creativity, drive, and resilience that helped build your business that masks the warning signs. What looks like ambition could be an ADHD brain that never learned to stop, rest, or celebrate. This is the hidden reality of ADHD entrepreneur chronic stress.Your ability to “power through” is precisely what puts you at risk for long-term exhaustion, burnout, and a quiet form of isolation.Four hidden risk categories:1. Cognitive TrapsThese are thinking patterns that feel like logic but quietly work against us. Do any of these sound familiar?The perpetually moving finish line (rest is always “after the next thing”)“I work better under pressure” — sound familiar? It’s a seductive trap, not a strategy!Comparing your struggles to others and invalidating your own needs2. Nervous System ConfusionYou might think you’re resting when you’re actually just switching to a different kind of stimulation (hello, endless content consumption!). Genuine restoration often looks like boredom at first, but it’s what your mind and body actually need.3. Recovery FailuresHigh-functioning ADHD people are notorious for skipping the habits that keep us steady, especially when we need them the most.Jumping right back into work after time off? That’s the “vacation tax.”Ditching sleep, movement, and real food when stress rises? That’s called “stress inversion.”Having no interests or life outside your business? That’s a hidden drain on your energy and identity.4. Loss of Connection & IdentityBusyness can become a mask for loneliness. Relationships that aren’t transactional quietly disappear, and your sense of self can erode until it’s fused with your business. If your only role is “the one who has it together” for everyone else, this one may hit home especially hard.You are not broken. These patterns are the predictable result of managing ADHD in a career that rewards output and intensity. If you recognize yourself in this description, don’t make it another to-do item. Instead, let this be an invitation: Pause. Notice. Take your own needs seriously, even—and especially—when you’re “doing well.” Your mental health is always worth protecting, no matter how high-functioning ADHD you appear to others.Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives.Ready to Explore More?Try out “Di AI”—my digital ADHD business coach I have spent the last several months training and fine-tuning Di AI with The ADHD-ish ™ Method frameworks, strategies, and mindset tools. Not quite ready to work with an ADHD business coach? Di AI is currently in beta, and you can get access for free.Ready to work with an expert ADHD entrepreneur coach? Most of us started out bootstrapping our business and raw dogging everything on our own. But that approach will only get you so far. If you want to get further and faster, it might be time for the guidance, support, and accountability you can only get from working with an expert strategist and coach. Book a free consultation to see if we are a fit. And remember: You are never too high-functioning for your own mental health to matter.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  Hire the Hurricane Chasers: Why The Best Team You'll Ever Build Looks Nothing Like You've Been Taught, with Ian Wilson 28.04.2026 43min

  Welcome back to ADHD-ish! In this episode, my guest Ian Wilson, a creative agency owner of over 16 years, is what I call a natural-born entrepreneur.From hustling for his first job at age eleven to building a unique partnership with his neurodivergent business partner Eric, Ian sheds light on why traditional approaches to team building rarely work for people whose brains are wired a bit differently.We’ll hear how Ian and Eric’s complementary neurotypes—ADHD and autism - have enabled them to build a successful agency grounded in autonomy, mastery, and ownership.Ian shares lessons learned on building a team of “hurricane chasers,” hiring for attitude over experience, and why the bold move of unapologetically charging what you’re worth doesn’t just benefit the business—it creates a thriving company culture.Whether you’re a founder who is churning and burning team members or a solopreneur anticipating that first hire, this episode is packed with practical advice, refreshing honesty, and plenty of laughs about what happens when you fully embrace the ADHD-ish way of doing business.Three key takeaways:Self-awareness and self-acceptance matter more than “best practices.” Knowing what you’re brilliant at—and what you hate—makes it so much easier to build a business (and find team members) that complement your strengths and support your growth.Hire for traits, not just skills. Ian’s team isn’t made up of “perfect resumes” but of entrepreneurial thinkers who enjoy solving problems and don’t need to be micromanaged. Find the ones who vibe with your approach and love challenging themselves to figure things out.Be bold about your value. Ian & Eric tell prospects: “We’re probably the most expensive quote you’ll get—and here’s why.” Setting unapologetic boundaries not only draws the right clients but also creates a culture of excellence and transparency.Mic Drop Moment:Ian & Eric deliberately hire people who crave these three things, no matter their resume. Their neurodivergent advantage? Investing in traits, not credentials.Autonomy: Freedom to do things your way.Mastery: The drive to get better and own your craft.Ownership: Feeling like your contributions actually matter.About today’s guest, Ian Wilson:Ian is the Co-Founder and Creative Director of buildcreate, a full-service B2B marketing agency for manufacturing, technology, engineering, and industrial clients in Ann Arbor, Michigan.Home-schooled and entrepreneurial from childhood, Ian discovered his ADHD as an adult. He and his business partner, Eric Lynch, who is autistic, have discovered that their secret sauce as neurodivergent leaders is to hire smart people and let them work to their strengths.Connect with Ian: LinkedIn- Company Website - Email Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits.Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast.Mentioned during this episode:Ep # 303: Which Company Culture is Your ADHD Brain Building?Links:Follow / Subscribe to ADHD-ish so you don’t miss an episodeKnow another entrepreneur with ADHD who thinks there is only one way to build a team - the neurotypical way? Share this episode.Ready to work with an ADHD-informed business strategist and coach? Visit my website. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops/ Outro music by Vladimir / Bobi Music / All rights reserved.
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  When Your ADHD Brain Hits Empty: Decision Fatigue, Emotional Labor & Ego Depletion 21.04.2026 25min

  Ever found yourself unable to make the simplest decision or making impulsive choices you later regret at the end of a long day? You're not lazy—you're depleted. Understanding ADHD strengths and struggles means recognizing that our executive function ADHD capacity is finite—and knowing how to manage it strategically.This episode of ADHD-ish dives into the science and lived reality of ego depletion—the phenomenon where self-control and decision-making get harder the more you use them—and why it hits brains with ADHD so much harder than most people realize.What is Ego Depletion? Ego depletion is the idea that self-control is a limited resource—every tough decision, every time you push through discomfort, you draw down the tank a bit more. And for those of us with ADHD, that tank starts out smaller and empties faster.ADHD brains work harder to stay focused, resist distractions, and mask our real struggles behind a “put-together” exterior. All of that is invisible work—work that drains our resources and directly impacts executive function ADHD capacity.Why Does This Matter for Entrepreneurs?If you run your own business, chances are, you’re making choices all day long. Decision fatigue hits fast when your working memory is taxed, and the emotional labor, rejection sensitivity, ambiguity, and hyperfocusing can all leave you running on fumes.And when the tank runs dry? That’s when the late-day impulsive emails, knee-jerk “yeses” to bad projects, and pricing compromises hit. It’s not poor judgment—it’s overdrawn capacity. This is one of the core ADHD strengths and struggles we navigate as entrepreneurs.About the host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship.Through practical neuroscience and accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of running a business with an ADHD brain.Five Triggers That Drain Your BrainDecision Overload: Every “tiny” business choice eats up self-regulation energy. All those open tabs in your mind have a cost.Emotional Labor: Managing client feelings, financial uncertainties, and the constant hum of ambiguity depletes you, even if “nothing is happening.”Sustained Focus (and Hyperfocus): Even fun, project-based deep work can leave nothing left for anything else once the session’s over.Masking: Trying to look “together” when you don’t feel it is invisible labor, not covered in most productivity advice.Sleep and Blood Sugar: When you run low in these departments, you start the day with a deficit.Practical Strategies: Refilling the TankKnowledge is useless without practice. Here’s what’s working for my clients and me:Protect the Peak Window - Notice when focus comes more naturally. Schedule your highest-value and most “expensive” mental work then. Don’t let admin or reactive tasks steal your best hours.Ruthless Pre-Decision - I now audit decisions weekly: What can I automate? Which choices can be made in advance? This includes everything from client policies to what I eat for breakfast. I have a breakfast rotation now that saves me about 10 minutes every morning—energy I use elsewhere.Don’t Skip the Refueling - Eating on a schedule is non-negotiable. I use an alarm for lunch because, without external cues, I’ll work straight through and crash later. Treat meals and breaks with the same gravity you would an important meeting.Schedule Intentional Resets - Real mental breaks matter. Laughter, small pleasures, or even a quick walk create real returns. I log two restorative breaks in my calendar daily—not as a luxury, but as mental maintenance.Prioritize Sleep as a Business Tool - Nothing refills the willpower account like rest. Chronically starting the day depleted only feeds the self-doubt loop. Honoring my natural sleep needs—even if it means leaning into night-owl tendencies strategically—made a profound difference.Resources mentioned in this episode: Roy Baumeister’s Model of Ego Depletion Alexis Hope: Using Joy to Fuel Productivity for Neurospicy Entrepreneurs Risa Williams: How Celebrating Tiny Wins Boosts Motivation and Beats Burnout Ready for more? Subscribe to the podcast - Visit my website - Follow me on LinkedIn © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  How Celebrating Tiny Wins with ADHD Boosts Motivation & Beats Burnout, with Risa Williams 14.04.2026 39min

  Too often, those of us with ADHD (and, honestly, just about anyone striving for success) fall into the “check the box and move on” mentality, downplaying our achievements and racing toward the next goal. Sound familiar?In this episode, host Diann Wingert and returning guest Risa Williams, LMFT, challenge listeners to radically rethink what counts as a win. What if making a sandwich, sending a tough email, or—even better—taking a moment for self-care, can be celebrated as much as those big, flashy milestones?If you’ve ever felt like your wins don’t "count," or you’re stuck on the productivity treadmill, this episode is your sign to embrace a kinder, more sustainable approach.3 key takeaways from our conversation:Redefine Productivity: Success isn’t just about big goals—it’s about acknowledging every step, even the small ones. Practicing this daily fosters confidence and decreases imposter syndrome and chronic dissatisfaction.Combat Dismissiveness: Many of us grew up being dismissed or dismissing ourselves. Start catching that dismissive inner voice. Replace it with gentle validation—give yourself credit the way you’d celebrate a friend’s progress.Track and Celebrate Progress: Write down 3–5 tiny accomplishments every day. Over time, this simple act retrains your brain to notice and remember your efforts, fueling motivation and staving off burnout.Mic Drop Moment:Many high achievers with ADHD also battle imposter syndrome. Why? Because they literally cannot remember the many incremental steps it took to get results. If you don’t witness your own progress, you can’t internalize your success. The result: even evidence-based accomplishments don’t “count,” fueling the endless treadmill of “not good enough.”About Risa Williams, LMFTRisa Williams is a licensed therapist, a time management expert, and an award-winning book author of six self-help books. She's also the host of The Motivation Mindset Podcast (Apple, Spotify). Risa has been featured as an expert in Forbes Magazine, Wondermind, Wired, Bustle, Psychology Today, and Business Insider. She's also a busy mom of two and a university professor.Connect with Risa: Website - Instagram - Motivation Mindset Podcast Ready to put it into practice?Ultimately, reframing tiny wins is an act of reclaiming joy and validation from a world conditioned to withhold or diminish them. The results are worth it—greater momentum, resilience, and happiness. So, what tiny win will you celebrate today?Risa Williams’ Tiny Wins Journal - Tiny Wins digital mini-course Rick Hanson’s Book Buddha’s Brain If You Take Just One StepThe act of writing down tiny wins and then reviewing them is what rewires the narrative in your brain. Do it out of skepticism, if that works. Gamify it, make it defiant, or treat it as an experiment. And because we know accountability makes it real, DM me on LinkedIn, email me, or leave a voice message on my website.Your ADHD-ish host, Diann Wingert Diann Wingert has decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the ADHD experience.Sharing is Caring Know a fellow business owner who is on the productivity dreadmill, always moving on to the next project without celebrating their success? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  Stimulant Medication for Entrepreneurs with ADHD: What Difference Does it Make? 07.04.2026 25min

  You’ve probably heard that medications like Ritalin, Adderall, or Vyvanse simply "fix" your attention. But what if I told you that most of what you think you know about how these meds work is actually wrong—or at least seriously incomplete? Understanding why neurodiversity is good for business starts with accurate information about how our brains actually function—including the real science behind ADHD medication.In this episode, we’ll unpack new, game-changing scientific research that reveals what stimulants are truly doing in your brain. Spoiler: they’re not just fixing your attention networks.We’ll explore how these meds boost arousal and make boring business tasks feel more worth doing, why sleep is a critical performance variable, and what all of this means for structuring your workflows and managing your expectations as a business owner with ADHD.Whether you’re taking medication, considering it, or just plain curious, this episode will help you understand the real role of stimulants in your entrepreneurial journey—and give you practical strategies to work with your brain.For years, we’ve been told stimulants “fix” our faulty attention networks. But new research out of Washington University just flipped that script—and it has huge implications for how we work, rest, and structure our businesses. This research on the attention mechanism in neural networks reveals that ADHD medication works differently than we thought.3 Key Takeaways:Stimulants = Wakefulness + Salience boost: They don’t “fix” your attention span—they make your brain more awake (like a great night’s sleep) and make boring tasks feel more worth doing.Sleep is a performance variable, not optional: Meds can mask sleep deprivation, but can’t fix it. If you’re hitting a wall by afternoon, it’s likely a sleep issue, not a “bad brain” or “bad med” issue.Build your business around your real needs: Use your medicated hours for tedious-but-critical tasks, create systems that connect daily actions to meaningful outcomes, and get super-specific in conversations about what “isn’t working”—the answer isn’t always a higher dose.Resources Mentioned in the Episode: Study in Cell MagazineAbout the Host, Diann Wingert:Diann Wingert is the creator and host of ADHDish, a podcast that explores the realities of living with ADHD, especially for entrepreneurs and business owners. Rather than prescribing solutions, she empowers listeners to make informed choices, providing clear, actionable information in an approachable, no-nonsense style that makes her a trusted voice for those navigating ADHD in the workplace and beyond.Sharing is CaringKnow a fellow business owner who thinks their ADHD medication fixes their attention or claims they need a higher dose because it stopped working? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. Want one-on-one support? Ready to create the strategies that reduce the friction and fatigue of running a business with ADHD? Click here to book a free consultation. It’s the first step to transforming what you’re building intentionally through expert ADHD entrepreneur coaching.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
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  ADHD & The Lifetime Legacy of Bullying with Brooke Schnittman 31.03.2026 42min

  In this vulnerable and eye-opening conversation, ADHD-ish host Diann Wingert sits down with fellow ADHD coach, Brooke Schnittman, to explore the lasting impact of bullying for those of us with ADHD, drawing from her own lived experience and groundbreaking research.One of the most surprising insights? While bullying trends downward in the general population as we age, it barely drops for those with ADHD, showing up in new and often subtle forms throughout adulthood.What starts as name-calling and exclusion on the playground can morph into chronic criticism, micromanagement, gaslighting, and professional exclusion in adulthood. This constant “othering” can erode confidence and reinforce masking, people-pleasing, and overachievement as survival strategies.Here are 4 key takeaways for anyone navigating ADHD (or supporting neurodivergent folks):What makes it bullying? Repetitive pattern - Power imbalance - HarmBullying rarely ends with childhood: For adults with ADHD, bullying simply morphs. Physical teasing and exclusion may become workplace micromanagement, social exclusion, and subtle undermining.The harm goes beyond “hurt feelings.” Chronic criticism and exclusion keep the brain’s stress system on high alert, triggering anxiety, imposter syndrome, burnout, and even making executive dysfunction worse.Self-acceptance + community are critical. When we name bullying for what it is and seek out supportive communities, we can start to untangle shame and build resilience. As Brooke notes: “We were never too much. We were exactly who we were meant to be, just waiting for a world that could understand us.”About Brooke Schnittman, MA, PCC, BCC:Brooke Schnittman is an ADHD coach, educator, and advocate for adults with ADHD. With years of working directly with individuals and families, she noticed an alarming pattern: bullying is not only common in the lives of people with ADHD but is also a neglected topic in ADHD research and support. Brooke’s recent pioneering survey on adult ADHD and bullying—the first of its kind—has started an essential conversation about the legacy of bullying, how it changes form over time, and how those affected can heal and thriveConnect with Brooke: Website: https://www.coachingwithbrooke.com/LinkedIn: https://www.linkedin.com/in/coachingwithbrooke/Free e-book:https://www.coachingwithbrooke.com/ebookParticipate in the survey on ADHD & bullying: https://bit.ly/4stMllMMentioned during this interview:Ned Hallowell, MDWilliam Dodson, MDTake action: Participate in Brooke’s survey on ADHD & Bullying: https://bit.ly/4stMllMYour ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.If conversations like this one are one of the reasons you keep coming back to ADHD-ish, the best way to let me know is to leave a review on Apple or Spotify. Here’s the link to make it happen.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.