how to twenty-something

how to twenty-something

Jess Diamond
Land Verenigde Staten
Taal EN
Afleveringen 165
Laatste 10.08.2026

How To Twenty Something is a career and life advice podcast for young professionals. It covers topics like career development, relationships, and health and wellness. The show aims to help listeners gain confidence, take risks, and reach their full potential.

Afleveringen

  • Ep. 165 Get Unplugged: How to Break Your Phone Addiction 10.08.2026 21min
    NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrIYour relationship to your phone is destroying your relationship to your life. From the moment you wake up to the second you fall asleep, your device has a choke hold on you and I'm getting into exactly what that is doing to your mental health, your focus, your productivity, and your relationships. This episode talks about the hidden damage your phone is creating in your life, tactics to separate yourself from your handheld device, and reminders that the virtual world is not nearly as important as the real world. Because yes, they are different.Key Takeaways:Different ways your phone is messing with your focus, thought patterns, and productivityWhy physical connections is more valuable than digital onesWhat boredom does for you that your phone cannotHow to separate yourself from your phone in little waysWhy your phone is your coping mechanism and is destroying your mental healthHelpful Resources:Let’s chat: https://calendly.com/coach_jessdiamond/successHow to stop spiraling: https://jessdiamondcoaching.com/spiral/Email me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 164 When is it time to work with a coach? 03.08.2026 16min
    NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Episode SummaryHow do you know if it's actually time to work with a coach?The truth is, coaching isn't just for people whose lives are falling apart. It's for people who know they're capable of more but feel stuck figuring out how to get there. In this episode, I explain the difference between coaching and therapy, the five biggest signs that coaching could help you move forward, and why having someone in your corner can help you overcome the blind spots, fears, and resistance that keep you from making lasting change.I also walk you through the different types of coaches that exist—from career and business coaches to relationship, nutrition, and life coaches—so you can better understand what kind of support fits your current season of life. Finally, I take you behind the scenes of my Own Your Life System, the six-pillar coaching framework I've developed to help twenty-somethings build confidence, create meaningful goals, establish healthy routines, improve communication, and take ownership of their lives.Whether you're considering coaching with me or simply wondering if coaching is the right next step for you, this episode will help you recognize when it's time to stop trying to figure everything out alone.In This Episode We DiscussThe difference between coaching and therapyFive signs it's time to work with a coachWhy knowing what to do isn't the same as doing itHow fear and resistance keep you stuckWhy life transitions are easier with supportThe different types of coaches availableWhat to look for when choosing a coachThe six pillars of my Own Your Life SystemWho This Episode Is ForThis episode is for you if...You keep setting the same goals but never follow through.You know exactly what you should be doing but can't seem to do it.You feel stuck and can't explain why.You're navigating a major life transition.You're wondering if coaching is worth the investment.Key TakeawaysCoaching focuses on helping you move from where you are to where you want to be.Repeating the same goals without changing your approach usually points to missing systems, not lack of motivation.Fear of the unknown often creates resistance, even when you know the next step.Feeling stuck doesn't always mean something is wrong—it may mean you've outgrown your current season.Major life transitions are easier to navigate with guidance and accountability.Your friends can support you emotionally, but they aren't responsible for helping you create lasting change.There is a coach for almost every niche, life stage, and challenge.Choosing a coach is about both expertise and finding someone you genuinely connect with.Building confidence comes from consistently showing up for yourself.You don't have to figure out adulthood on your own.Frequently Asked QuestionsWhat's the difference between coaching and therapy?Therapy focuses on healing and processing your past, while coaching helps you create a plan for the future and take action toward your goals.How do I know if I need a coach?If you feel stuck, keep repeating the same patterns, struggle to follow through, or want accountability while working toward a goal, coaching may be a great fit.Is coaching only for people who are struggling?Not at all. Coaching is for anyone who wants to grow, create change, or reach goals more effectively.How do I choose the right coach?Start by identifying the area of your life you want help with, then find someone whose experience, personality, and coaching style align with what you're looking for.What is the Own Your Life System?The Own Your Life System is my six-pillar coaching framework focused on Create, Consistency, Control, Connect, Communicate, and Confidence to help twenty-somethings build a life that's truly their own.Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success How to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 163 This is not your forever, but it is your for now 27.07.2026 18min
    NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI Episode SummaryHave you ever looked at your life and thought, "I know I'm capable of more than this."Whether you're living with your parents, working a job that feels beneath your qualifications, recovering from an injury, or simply feeling like life isn't moving as quickly as you hoped, it's easy to believe you've somehow fallen behind.In this episode, I share a coaching conversation with one of my clients that completely changed how she viewed her career—and how it applies to every twenty-something navigating adulthood. We unpack the three biggest reasons we resist taking the stepping stones in front of us: ego, expectations, and comparison. I explain why your ego is often disappointment in disguise, how unrealistic expectations trap you into believing there's only one "right" timeline, and why comparing your behind-the-scenes to someone else's highlight reel will always leave you feeling like you're losing.Most importantly, I want to remind you that where you are today doesn't have to be where you stay. Your current season isn't your forever—it's simply your for now. Every stepping stone, even the frustrating ones, is preparing you for opportunities you can't yet see.In This Episode We DiscussWhy your current season doesn't define your futureThe hidden cost of letting your ego make career decisionsHow expectations create unnecessary disappointmentWhy comparison keeps you feeling behindThe importance of taking stepping stones instead of waiting for the "perfect" opportunityHow to recognize the value in jobs or experiences that don't feel excitingWhy your twenties are about adapting, not following a perfect planA practical exercise to help you appreciate where you are todayWho This Episode Is ForThis episode is for you if...You feel like you're behind everyone else your age.You're frustrated by a job that feels beneath your qualifications.You're living with your parents longer than expected.You're rebuilding after a setback, injury, or difficult season.You're wondering if taking a "small" opportunity means settling.Key TakeawaysEvery stepping stone serves a purpose, even if you can't see it yet.Ego often disguises itself as disappointment.Expectations should evolve as life gives you new information.Your first opportunity doesn't have to be your forever career.Comparison steals your ability to appreciate your own progress.Social media rarely shows the difficult parts of someone's journey.Small opportunities often create bigger ones later.Looking back at your own story helps you recognize how far you've come.Give yourself timelines for temporary seasons so they feel intentional.Your "for now" can become the foundation for everything you want next.Frequently Asked QuestionsWhy do I feel behind in my twenties?Because you're comparing your real life to other people's visible milestones while holding yourself to expectations that may no longer fit your life.How do I stop comparing myself to everyone else?Shift comparison from evidence that you're failing to proof that what you want is possible.Should I take a job I'm overqualified for?Sometimes the right opportunity isn't your destination—it's the stepping stone that gets you there.What if my life doesn't look like I expected?That's normal. The most important skill you can develop is adapting your plan as life unfolds.How do I stay motivated during a frustrating season?Remember that your current circumstances are temporary. Give yourself a clear goal and timeline so your "for now" feels purposeful instead of permanent.Related EpisodesWhy You Feel Behind in Your Twenties (This Is Not Your Forever)The Psychology Behind Your Quarter-Life CrisisThis Is NOT Your Life: Stop Living Everyone Else's PlanHow to Make Your Next Move When You Feel StuckHelpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success How to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 162 This is why you operate the way you do with Adrienne Craighead 20.07.2026 1u
    Claim your free Human Design Chart before you listen: https://bit.ly/HD101-AC WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrIHuman design is the ultimate personality test. In this episode, Adrienne Craighead, not only reads my chart, but breaks down how you can read and interpret your own chart. This is super valuable for helping you make decisions that align with who you are to your core based on your birth place, birth date, and birth time. Key Takeaways:How to use human design as a another tool in your tool boxWhat your chart says about youEverything on your chart could be a blessing or a burden based on how you make it meanHelpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success 3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/ Email Me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Connect with Adrienne Craighead:Free Human Design Reading: https://bit.ly/HD101-AC Other links to connect: https://linktr.ee/adriennec2 USE JESS20 AT CHECKOUTMusic: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 161 How to talk to your parents so they actually hear you 13.07.2026 18min
    WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrINEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/If you have ever felt like your parents just do not hear you no matter what you say, this episode is going to help you figure out why and what to do about it. A big part of the problem is not what you are saying but the dynamic you are both unknowingly stuck in, and once you understand it, everything changes. I am walking you through the most common mistakes people make when bringing news or updates to their parents, why having a plan completely changes the outcome of those conversations, and how the relationship you build with your parents day to day matters just as much as how you deliver the news in the moment. I also get into what to do when the conversation starts to go sideways despite your best efforts, because their reaction is one thing you cannot control but how you show up is entirely up to you. If you have been putting off a hard conversation with your parents or keep finding that things go left no matter how hard you try, this one is for you.Key Takeaways:Are you acting immature or are your parents treating you like a child?A plan turns a confession into a conversationDecide before the conversation whether you are asking for help, advice, or just want to be heardAlways lead with context and follow with what you are doing about itThe relationship you build with your parents day to day directly impacts how conversations go when things get hardTreat your parents like people, not an ATM, not a therapist, not a personal assistantHelpful Resources:How to stop spiraling: https://jessdiamondcoaching.com/spiral/Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 160 Is Gen-Z really screwed in the job market? 06.07.2026 16min
    NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/The job market is tough right now and I'm not going to sugarcoat it. In this episode I'm breaking down the real statistics behind what's happening with entry level jobs, why AI is a massive driver behind it, and whether Gen Z is actually screwed or just searching the wrong way.Spoiler: it's a little bit of both. I'm sharing what I'm seeing with my own clients, the mindset shifts that separate the people landing jobs from the ones still waiting for an email back, and why the way your parents found their jobs has absolutely nothing to do with what works today. If you're currently in the thick of a job search that feels like it's going nowhere, this episode will give you some honest perspective and a better direction to move in. Because the people landing jobs right now aren't doing anything magical, they're just doing things differently.Key Takeaways:Why entry level jobs are harder to land than ever beforeHow AI is changing the hiring process and what that means for youWhy mass applying online is not an effective job search strategyHow your mindset directly impacts your ability to land a jobThe truth behind job postingsYour first job out of school is not going to be what you think it isHelpful Resources:How to stop spiraling: https://jessdiamondcoaching.com/spiral/Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 159 The Psychology Behind Your Quarter Life Crisis 29.06.2026 15min
    WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrIHow to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/If your twenties have felt confusing, disorienting, or like everyone else somehow got the manual you missed… this episode is for you. In today’s conversation, I break down the psychology behind the “quarter life crisis” and why so many twenty-somethings suddenly feel the urge to blow up their lives, switch careers, move cities, go back to school, or completely start over.From social media comparisons and post-grad uncertainty to identity shifts, major life transitions, and the science behind your still-developing brain, this episode unpacks what’s actually happening beneath the surface of all those “what am I doing with my life?” thoughts. I also share pieces of my own journey leaving corporate life, moving to Charlotte, and learning how to separate impulsive reactions from genuine clarity.Key Takeaways:Why quarter life crises are so common in your twentiesThe psychological and emotional changes happening between 18–30How social media distorts your perception of success and timingThe role your prefrontal cortex plays in decision-makingWhy feeling lost can actually be a sign of growthHow to tell the difference between impulsivity and intuitionWhat to do when you feel the urge to completely change your lifeWhy you don’t need a full life plan — just the next stepHow external processing and support can help you navigate uncertaintyHelpful Resources:How to stop spiraling: https://jessdiamondcoaching.com/spiral/Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 158 This is your sign to lift weights 22.06.2026 18min
    NEW COURSE: How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ Watch my TEDx Talk: https://www.youtube.com/watch?v=RE_7I6vDKrI In this episode I am breaking down why your twenties are genuinely the best time to build muscle and strength, what happens to your body if you wait until your thirties to start, and why this matters just as much for your mind as it does your body. I am also calling out the fears that keep you stuck on the cardio machines, the not knowing what to do, the fear of being judged, because spoiler, no one in that gym is watching you as closely as you think. And once we get your head in the right place, I am handing you the exact plan I use with my own clients so you can walk in with dumbbells and zero confusion about what to do. This is the why, the mindset, and the plan, all in one episode. Now go lift something.Key Takeaways:Why your twenties are the best decade to get started in the gymWaiting to lift weights comes at a costThe most common fears talking you out of going to the gymYou don’t need to spend hours in the gym to see resultsThe simple framework to help you walk in the gym with a planConsistency matters more than intensityHelpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 157 How to Stop Letting Your Mistakes Live Rent Free in Your Head 15.06.2026 13min
    WATCH MY TEDX TALK: https://www.youtube.com/watch?v=RE_7I6vDKrIHow to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/If you've ever let a tiny oopsy consume your entire day, your evening, and your 2am thoughts, this one is for you. You’ll hear me share a client’s story who made her first mistake three weeks into her new job and let it ruin her whole night, and why that reaction is so much more common than you think. The problem isn't the mistake itself, it's that you start tying it to your worth as a person and suddenly you're not someone who made a mistake, you're convinced you are the mistake. It’s time to learn how to not dwell on this mistake for longer than you need to.Key Takeaways:Making mistakes is the most human thing you could doWhat are you making this mistake mean about you or your capabilities?How to not let imposter syndrome convince you you’re not good enoughStop over apologizingFix what you can fix, learn what you can learn, and then let it goThe goal is never to never make a mistake again, it’s to react betterHelpful Resources:How to stop spiraling: https://jessdiamondcoaching.com/spiral/Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 156 Are you quitting or just running away? 08.06.2026 16min
    How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ This episode discusses something that's a lot harder to figure out than it sounds: knowing whether you're strategically quitting something or just running away from it. Because on the surface they look identical, but the difference between the two will determine whether you're setting yourself up or selling yourself short. If you've ever had the itch to leave a job, a relationship, school, or any kind of commitment the second it gets hard, this one is for you.Key Takeaways:Quitting and running away look identical on the outside but the difference lies in the why behind the decisionRunning away doesn't make the problem disappear, it just delays it and guarantees it shows up againThere's a big difference between making a decision and having a reaction Staying somewhere longer than you want to can actually set you up for a much smoother transition into what's nextHelpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 155 When everything falls apart at the same time 01.06.2026 13min
    How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ This episode is all about what to do when life decides to life… and by that I mean everything falls apart all at once and you can't seem to catch your breath. The truth is, you can't hit pause on life while everything falls apart, but you can learn how to handle it without burning yourself out in the process. I break down how to shift your priorities, focus on what you can actually control, and stop looking at everything as one giant overwhelming mess. If you're in the thick of it right now, this episode is your reminder that your only job is to show up.Key Takeaways:Trying to power through when everything falls apart only makes things worseNot everything needs your attention equallyFocus on what you can control and let go of what you can'tHard seasons build resilience you'll need for the rest of adulthoodThis feeling is temporary, even when it doesn't feel that wayHelpful Resources: How to stop spiraling: https://jessdiamondcoaching.com/spiral/ Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 154 You did it! Now What? 25.05.2026 12min
    How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/In this episode, I'm talking about the low that follows a really big high… that "now what?" feeling that hits after you finally accomplish something you've been working toward. Whether it's landing a job, getting married, finishing a big project, or hitting a major milestone, I share why that post-achievement drop is completely normal and what to do about it. The goal was never just to get the thing – it was to build something meaningful once you did.Key Takeaways:The process of working toward a goal was keeping you occupied and giving you purpose, so its absence is what creates the empty feelingI’ll be happy when syndrome sets you up for disappointmentHow to have something new on the horizon before the big thing happensLearn to live in the mundaneHow this achievement can be the launch pad for what’s nextHelpful Resources:Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comHow to stop spiraling: https://jessdiamondcoaching.com/spiral/Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 153 The problem with always accomplishing things 18.05.2026 13min
    How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/This episode breaks down the problem with always needing to accomplish things and why getting everything done doesn’t always mean you did it well. I talk about how constantly saying yes and rushing through your life leads to mistakes, poor communication, and people feeling overlooked.It’s time to start looking at your days differently, not just by what you got done, but by how you showed up while doing it. This episode is a reminder that being busy doesn’t excuse being inconsiderate, and that your self-worth isn’t measured by how much you accomplish. At the end of the day, the goal isn’t to rush through your life… it’s to actually be in it while you’re accomplishing it.Key Takeaways:Your urgency doesn’t stay with you… it spills over onto everyone around you.Success on paper is not the same as success in real life.You don’t need more time, you need better boundaries around your timeWhat can you say ‘no’ or ‘not right now’ to?Stop wearing your busyness as a badge of honorHelpful Resources:Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comHow to stop spiraling:https://jessdiamondcoaching.com/spiral/Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 152 Why skinny doesn't mean healthy 11.05.2026 20min
    How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/TRIGGER WARNING: Discussion of bodies, eating disorders, and skinniness, listen at your own discretion.This episode is designed to call out the problem in today’s society: the overuse and abuse of weight loss drugs and practices. We went from chasing strength to once again chasing skinny with the goal to take up less and less space. I use this episode to break down why skinny does not mean healthy, how the media is influencing your perception of your own body, and the very real difference between being naturally thin and being undernourished. I also share the actual markers of health that I use in my own life and with my clients: things like energy, strength, hormones, and your relationship with food. This is meant to be a reality check so you can stop chasing a trend and start paying attention to what your body actually needs. Because skinniness is a trend… but your health is something you have to live with for the rest of your life.Key Takeaways:Just because someone is small doesn’t mean their body is functioning wellYour body has a natural set point, and forcing it below that comes with consequencesEnergy, strength, hormones, and your relationship with food matter more than your sizeStop trying to take up less spaceHelpful Resources:Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comHow to stop spiraling:https://jessdiamondcoaching.com/spiral/Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 151 The biggest conversations you're not having with Brittany Scantland-Lall 04.05.2026 56min
    How to Make Adulting Suck-Less: https://jessdiamondcoaching.com/suck-less/ Let’s face it, we’re not immortal.. There will come a day when we die. Which means it’s time to have the conversations with your loved ones about what happens to your entire belongings when that time comes. Because, yes, something could happen in this decade. We’re talking your pets, subscriptions, bank accounts, literally everything that has your footprint on it. Brittany, a Licensed Estate Planner in the State of North Carolina, helps you break down what you can do today if you don’t want to create a whole written will.Key Takeaways:What estate planning and why does it matter in your twentiesThe different types of assets you’re not thinking aboutHow this is the biggest gift you could give your loved onesEasy steps you can take today to help you plan your estateAssigning people to have access to your digital footprintYour parents are no longer defaulted on your accountsMake these decisions while you’re healthy and level-headedWhen you should think about creating or updating your estate planHelpful Resources:Let’s chat: https://calendly.com/coach_jessdiamond/success3 ways to stop spiraling: https://jessdiamondcoaching.com/spiral/Email Me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Connect with Brittany Scantland-Lall:Instagram: https://www.instagram.com/estateplanvan/Website: www.EstatePlanVan.comMusic: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 150 Everything I got wrong in my twenties 27.04.2026 20min
    How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/ In this special 150th episode, I’m reflecting on everything I got wrong in my twenties — from my career path and health habits to dating, friendships, and self-worth. Looking back, those “wrong turns” were actually the experiences that led me exactly where I’m meant to be today. This episode is a reminder that you don’t know what you don’t know and that getting things wrong is often the very thing that helps everything work out. If you’re in your twenties and feel like you’re messing everything up, this conversation is for you. Sometimes the things that don’t work out are exactly what set your life up to work out better than you planned.Key Takeaways:The moments that feel like rejection or failure can actually lead you to better opportunities than you originally plannedDon’t let your ego stop you from asking for helpWhether it’s a college major, a job, or a relationship, choosing a different path is often a sign of growthAsking for help, setting boundaries, and choosing yourself takes strengthThe “wrong” job might be the thing that leads you to the right one.Pay attention to patterns, not promises.Helpful Resources:Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comHow to stop spiraling:https://jessdiamondcoaching.com/spiral/Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 149 What is your paycheck costing you? 20.04.2026 16min
    How to Make Adulting Suck Less: https://jessdiamondcoaching.com/suck-less/This episode is all about your money story: the beliefs you developed about money growing up… and how those beliefs can shape the jobs you take, the lifestyles you build, and the sacrifices you make. I challenge you to look at what your paycheck might actually be costing you from your health, to your relationships, your time, and your overall quality of life. This episode is a reminder that while money matters, it’s only one way to be rich and it’s on you to build the rest of your life around it.Key Takeaways:The way you spend, save, earn, and even talk about money usually comes from what you saw and heard growing upA big salary, nice benefits, and a respectable title can make it feel impossible to leave… Even when you're miserable.The job, apartment, travel, dinners, and subscriptions all start depending on that paycheck to existMoney isn’t helpful if you’re too burned out or sick to actually enjoy the life you're buildingFind the other ways you can be rich in your life... Outside of your paycheckHelpful Resources:Let’s chat: https://calendly.com/coach_jessdiamond/successEmail me: coach.jessdiamond@gmail.comHow to stop spiraling:https://jessdiamondcoaching.com/spiral/Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusicMusic Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 148 The reality of being self-employed in your twenties 13.04.2026 19min
    Being self-employed isn’t as glamorous as social media makes it out to be. We’re talking numbers, emotions, expectations, timelines, doubts, and the grit that comes with this kind of decision. I walk you through my real income from my first job out of school through my first four years of being self-employed. I talk about the mental and emotional toll of entrepreneurship… the uncertainty, the self-discipline required, and why it’s not the “freedom” social media makes it seem. If you’re thinking about leaving your 9–5, this episode will help you decide whether you’re chasing the aesthetic… or you’re actually ready for the reality. Key Takeaways:Expect 3–5 years of hard work before your business feels stable or sustainableSet a clear timeline and savings goal, because dreams without deadlines stay dreamsKnow your backup plan before you dive inYour money will leave your account faster than it’ll go inSocial media shows the aesthetic, not the years of survival mode underneathHelpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.comHow to stop spiraling:https://jessdiamondcoaching.com/spiral/ Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 147 Why you feel out of place in your twenties 06.04.2026 13min
    Feeling out of place is a normal part of your twenties. From identity shifts, to unexpected setbacks, to returning home, and the quiet disorientation that comes with becoming a new version of yourself.This episode highlights the gap between expectations and reality, and what happens when your life doesn’t look how you thought it would. If you’ve been feeling unsettled, disconnected, or like you don’t quite fit in your own life right now, this one’s for you.Key Takeaways:Feeling out of place doesn’t mean you’re failing, it means you’re in transitionReturning home, experiencing setbacks, or changing life direction can all create internal disorientationYou can’t fix internal transitions with impulsive external decisionsTransitions are supposed to feel unstableHelpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success Email me: coach.jessdiamond@gmail.comHow to stop spiraling:https://jessdiamondcoaching.com/spiral/ Contribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US
  • Ep. 146 For if you overthink what you say with Dayna Gowan 30.03.2026 54min
    Welcome all overthinkers! This episode talks about how improv translates into the real world by inviting you to play, be silly, and create a non-judgemental space.. All of which will help you with your overthinking tendencies. Public Speaking Expert and founder of Improvly Speaking, Dayna Gowan, breaks down her relationship to Improv and how it’s made her a more confident person. We talk about the power of “Yes And,” what happens if you make a mistake, and why being present is the best way to get out of your own head. If you’re like me and are burdened with overthinking what you say, this episode is for you!Key Takeaways:The most important improv skills that carries over to real lifeWhat you can do to improve your workplace comfortability and cultureWhat to do if you’re overthinking what you saidWhy you don’t need to take an improv class to be an improviser The power of “Yes And”How to take off the jacket of judgement Helpful Resources: Let’s chat: https://calendly.com/coach_jessdiamond/success 3 Ways to maximize your 5-9 after your 9-5: https://jessdiamondcoaching.com/maximizeEmail Me: coach.jessdiamond@gmail.comContribute to an episode: https://forms.gle/QwvBrZFbZXRdCjQv9 Be a Guest: https://forms.gle/oiLVCbrydjzaK5pq5 Connect with Dayna Gowan:Instagram: https://www.instagram.com/improvlyspeaking/ LinkedIn: https://www.linkedin.com/in/daynagowan/ Website: improvlyspeaking.com Music: Hide and Seek by Free Music https://soundcloud.com/fm_freemusic Music Promoted by https://www.free-stock-music.comCreative Commons/Attribution 3.0 Unported License (CC BY 3.0) https://creativecommons.org/licenses/by/3.0/deed.en_US

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