Talking Confidence with Holly Caplan

Talking Confidence with Holly Caplan

Holly Caplan
Држава Сједињене Државе
Језик EN-US
Епизоде 34
Последња 29.07.2025

This podcast explores factors affecting women's confidence in the workplace, including imposter syndrome, fear, boundaries, and company culture. Host Holly Caplan and her guests—corporate executives, entrepreneurs, and business owners—discuss these issues and offer strategies to overcome them.

Епизоде

  • Injecting Confidence: How Dr. Cheryl Haseeb Inspires Growth in Aesthetics 29.07.2025 35мин
    Holly sits down with Dr. Cheryl Haseeb, a trailblazing entrepreneur and founder in the world of medical aesthetics and education. Dr. Haseeb shares her journey from small-town Arkansas to leading multiple successful businesses in Houston and beyond, including Pura Medical Aesthetics and the Aesthetic Nation Institute. With honesty and warmth, Dr. Haseeb opens up about the challenges she faced breaking into the aesthetics industry, the importance of empowerment over competition, and why confidence—both in herself and in others—is at the core of everything she does. They explore what it means to find your true purpose, how to combat imposter syndrome, and why lifting others up leads to greater fulfillment. Plus, Dr. Haseeb gives us a sneak peek into her upcoming book "Injecting Success" and her big plans for expanding her training empire to Austin. To find out more and connect with Dr. Haseeb, visit: https://www.thepuralife.com/
  • Understanding the Importance of Self-Worth: Judy Hoberman on Confidence in the Workplace 24.06.2025 35мин
    In this episode, Holly welcomes Judy Hoberman—author, executive coach, and a true champion for women’s success in the workplace. Holly and Judy share stories of their own winding journeys, from virtual happy hours that brought them together to Judy’s early days selling door-to-door and learning hard-won lessons in resilience. Judy opens up about her transition from a thriving career in sales and corporate leadership to building a business centered on empowering women through coaching, masterminds, and leadership training. The pair dive deep into the challenges women often face with work-life “harmony” versus “balance,” overcoming imposter syndrome, and the real power of celebrating even the small wins. To learn more and connect with Jody, visit: https://sellinginaskirt.com/
  • Guidance, Intuition, and Confidence: The Transformative Role of Tarot 17.06.2025 27мин
    In this episode, Holly sits down with Grady Smart, a longtime friend, intuitive tarot expert, and criminal defense attorney, to peel back the curtain on their six-year relationship, exploring how their journeys crossed when Holly was at a crossroads in her professional life. Grady shares how he discovered his clairvoyant gifts, what it’s really like to read tarot for clients, and why he believes these readings can give people the confidence to take control of their own destinies. The conversation covers everything from the practical—and sometimes uncanny—ways tarot readings impact day-to-day decisions, to the importance of trusting your intuition, and even what to do when the cards reveal hard-to-hear truths. You’ll also hear Grady’s personal story, from his origins to using tarot as a tool for self-discovery and empowerment. Plus, Grady gifts listeners with practical advice on building confidence and a mantra you can use to transform your mindset, starting today. To find out more or connect with Grady, visit: https://tarotbygrady.com/
  • Making Confidence Accessible Through Fashion, No Matter Your Age or Budget 10.06.2025 32мин
    In this episode, Holly welcomes Jody Das—a fashion stylist, interior decorator, author, and social media creator with a passion for helping women feel their absolute best. Holly and Jody share honest experiences about how what we wear can shape our self-image, self-esteem, and even our daily outlook. Jody reveals her journey from growing up surrounded by style icons in New York to becoming a sought-after stylist and content creator in South Florida. She opens up about why making styling advice accessible to all women—not just the wealthy—drives her work, and how her book 'Drape Your Shape' came to life. Together, they get real about the challenges women face, especially over 40, from changing body shapes to societal pressures around age-appropriate dressing. Jody and Holly discuss practical tips (including the infamous “menno belly”), the importance of focusing on what you love about yourself, and why confidence is so much more than just what’s on the outside. To find out more and connect with Jody, visit: https://dascaldesigns.com/
  • Boosting Confidence From the Inside Out With Amy Robbins 15.05.2025 29мин
    In this episode, Holly welcomes Amy Robbins, founder and owner of Youthful Magnolia Med Spa in Fort Worth, Texas to talk about the booming medical aesthetics industry and why it's not just about looking good, but about feeling empowered and confident in your own skin. Holly and Amy get candid about the pressures and motivations behind self-improvement, the ethical side of recommending treatments, and how building ongoing relationships with clients can boost confidence on both sides of the chair. From discussing the top concerns clients bring to med spas, to the unique confidence journeys of both women and men, this episode offers vulnerability, insight, and actionable advice for anyone interested in enhancing their self-assurance—inside and out. To find out more or to connect with Amy, visit: https://www.youthfulmagnolia.com/ or call (682) 261- 7757
  • Redefining Confidence and Embracing Midlife 28.04.2025 41мин
    In this powerful episode, Holly sits down with midlife transformational coach, author, and speaker Demi Austin-Thomas to dig deep into what impacts women’s confidence as they journey through midlife. Together, they get honest and vulnerable about the realities of aging, caretaking, changing family dynamics, and the emotional weight that comes with trying to balance it all—while still showing up as your best self at work and at home. Holly and Demi share their own stories, including Demi’s raw account of personal struggles with depression and self-worth, and how she learned to shed people-pleasing tendencies and set boundaries in order to reclaim her confidence. They also explore how internalized beliefs from childhood, cultural expectations, and the constant search for validation can chip away at self-esteem—especially for women in their 40s, 50s, and beyond. Get ready for insights on how to break free from self-doubt, nurture your mental health, and rewrite your own narrative. Whether you’re in the thick of midlife changes or just looking for a boost of encouragement, this episode delivers candid conversation, wisdom, and the reminder that embracing imperfection is the ultimate key to confidence. To learn more about Demi Austin-Thomas, visit: https://www.demiaustinthomas.com/
  • Supporting Women’s Confidence in the Workplace 28.04.2025 42мин
    Welcome back to Talking Confidence with Holly Caplan! After a two-year hiatus, Holly returns to the mic to give us a whole new season of amazing women all learning how to harness the power of confidence in both their personal and work lives. In this episode, Holly sits down with Karen KJ Johnson, Executive Director of Dress for Success Dallas-Fort Worth and founder of The Confident Woman. Together, they explore the power of confidence-building for women in the workplace, the importance of community support, and the transformative impact of organizations like Dress for Success. Holly and KJ get real about the challenges women face—everything from breaking glass ceilings to overcoming inner critics and impostor syndrome. KJ shares her journey from corporate America to entrepreneurship and nonprofit leadership, along with her hands-on approach to helping women stand tall, including her signature “KJ Catwalk.” With plenty of wisdom, laughter, and motivation, this episode is a heartfelt dive into the ways we can all uplift and empower one another. To learn more about Dress for Success, visit: https://dressforsuccess.org/
  • Talking Confidence: Confidence of Young Women in College & High School, Part 2- New Tech High School 07.02.2023 39мин
    Welcome to part two of this series based on the Confidence of Young Women. In the last episode we talked about college aged women, their confidence, and the challenges they face. In this episode we are going to be having a similar discussion, but this time, with high school women. We are going to discuss how do they manage their confidence, and really, how much has changed over the years, despite women making more and more headway in education and the workplace. Clarity Empowers is a new community at New Tech high school that is focused on elevating teen girls by teaching them life skills, encouraging leadership, education and most importantly confidence. Clarity, as they call it, was created and is led by teacher and educator Shannon Howard. She will be joining us today with two students of New Tech who are co-founders and key leaders of Clarity Empowers. Vibha R. and Sophia S. Together we are going to talk about what it is like to be in high school today, what challenges women face and how they get through it.
  • Talking Confidence: Confidence of Young Women in College & High School, Part 1 - Texas Woman's University 03.01.2023 38мин
    In this podcast series, we talk a lot about women's confidence. We discuss our trials and tribulations as adults in our professional and personal lives. But what has been intriguing lately to me is the confidence of the younger generations. How are the college and high school aged women faring? I wanted to know more about what is affecting and impacting their confidence at their young age, and importantly, how we can provide them support. I decided to record a two-part series to address this topic. In the next two episodes you will hear revealing conversations with the leaders of the Texas Woman’s University Center for Women Entrepreneurs and then from the creators of a new organization at New Tech High School, specifically for young women’s empowerment, titled Clarity Empowers. I think you will find these discussions in the next two episodes honest, a bit challenging, but also inspiring. My two guests in the first part of this series are Tracy Irby, Director of the Texas Woman’s University Center for Women Entrepreneurs, and Dr. Donalisa Stinyard the Associate Director of the Texas Woman's University Center for Women Enterpreneurs.
  • Talking Confidence: Why Networking is Necessary 27.12.2022 50мин
    The importance of networking should not be underestimated. I say this because, I did not do it, for years. Even though I worked for large corporations, my market was very exclusive, and my business did not depend on it. When I left to start my own business, because I had not been actively networking in my community I was behind. I started my business from scratch thinking that through visibility on social media and having a website that clients would suddenly appear. I was underestimating the power of the face-to-face relationship. If it were not for my friend Jolene Risch, who invited me to my first local networking meeting here in Dallas, I don’t know if the realization would have come to me in time. So why is it important to network? I think the example I just shared is one reason…. And there are so many more. Which is why I’m excited to bring this episode to you today specifically on the power of networking. My guests, Susan Bryant and Phuong Jennings, will both share their thoughts on networking, how it has worked for them, and how we can use it to help each other professionally and personally.
  • Talking Confidence: How Incremental Goals Create Big Wins 20.12.2022 34мин
    Have you ever had an inspired idea about starting a business, writing a book, or venturing into a passion project? Maybe you started to take the first steps into that inspired idea, put work into it, and found it fulfilling, but then you stopped. Perhaps having enough time was an issue or your limiting beliefs crept in. Just know that If you have experienced the inspired idea and then the infamous hault, you are not alone. You are normal. There are ways to get through this and still achieve that passion project. My guest in this episode Alana Matthews has been through it herself and she will tell us how her inspired idea turned into reality.
  • Talking Confidence: Why Women Need Mentors 13.12.2022 33мин
    How important is mentorship? I think it is very important for personal development. When I examine my own life and think of this topic, my mentor was my mother. I watched her grow a business, lead in community activities, and I sought advice from her on my own life. But then as I emerged into professional life, I didn’t seek mentorship. It didn’t occur to me that it was needed, but it was. It would have been nice to have a few mentors throughout my career to help provide assurance that I was going in the right direction. So, how do we place more attention on mentorship for women? How do we recognize these relationships, utilize them, and then pay it forward to the next generation? In this episode, Rita Balice-Gordon will share with us how having mentors has affected her life and why she believes serving as a mentor can help improve others.
  • Talking Confidence: If I Knew Then What I Know Now 22.11.2022 46мин
    In this podcast we talk a lot about our personal paths and trajectory. We discuss the expectations put on us by family or friends, and how we tend to follow those expectations because that is what we believe we are supposed to do. Once you go down the path, years into it, have you ever taken the time to stop and think, “How would things have been different or changed, if knew then, what I know now?” In this episode you will be hearing from my client and friend, Julie Linares. She has had this moment of clarity and will tell us how it has impacted her current life today, but most importantly her confidence.
  • Talking Confidence: When Life Gets In The Way Of Your Plans 17.11.2022 43мин
    How many of us have set plans in our minds of how our lives will transpire professionally and personally? These plans may be expectations put upon us by others, like parents, friends, or even ourselves. The problem is we ascribe these ideas to who we are and our identities. So when life throws you a curve ball, how do you find the confidence to switch gears and find your footing again? In this episode, Susan Hercules-Hubbard will share her story of how health and purpose helped her reroute and redefine her plans .
  • Talking Confidence: Let GRIT Be Your Guide 17.10.2022 45мин
    When we are born, we are not able to select who our parents will be or who will raise us. We have no control over those first formative years of our lives. We innocently enter the lives of those who precede us and oversee making our life decisions. In other words, they make our choices. Their choices affect our direction, until we are able and old enough to do so ourselves. My guest in this episode, Summer Watson experienced life circumstances because of the choices of others. The beauty in her story is that she realized that their choices would not dictate who she would become. Instead, she persevered and made her own choices that would impact her professionally, personally and drive her to success.
  • Talking Confidence: How Your Life Experiences Can Translate Into Your Second Act 11.10.2022 27мин
    Life takes twists and turns. At the beginning of our work life we may start out down one path, and feel certain about where we are headed and what we are doing. Perhaps we got a degree in something that is supposed to go the distance, or we’re certain that our passion at 23 will remain the same at 53. This can happen, but what if it doesn’t? What if you find yourself midlife wanting to change your trajectory, in a direction that is more aligned with where you are at 53 or 63. This time in life is referred to as our "second act". This "second act" gives us the chance to do something new with our careers, something that inspires us and something that is sustainable. But, how do you find what that is, and what do you do next? My guest in this episode, Leslie Farin, is an example of this trajectory. Leslie found a way to translate her passion and serving others into her business, and not just one business, two them.
  • Talking Confidence: How To Find The Confidence To Ask For What You Want 26.07.2022 24мин
    Traditionally, women have had a hard time asking for what we want. Whether it is a personal or professional situation, we seem to be less direct because of having lack of confidence. A lot of us have a fear of stating our true desires and needs. This is due to so many factors such as how we were groomed as young girls or conditioned to exist in the workplace. My guest in this episode, Jennifer Graham, owner of Cambridge Consulting Services, is going to walk us through her tips on this topic to help break through the barriers that hold us back and give us the confidence to move forward.
  • Talking Confidence: What To Do When You Feel Like You Don't Belong 19.07.2022 42мин
    We all have a sense of needing to belong to something or someone. It’s a human feeling that begins early on in life. The hard reality is that it can be difficult to find where you belong. Think middle school. Remember those days? Although we mature and and grow, that sense of “not belonging” may remain the same. The trick is having a personal tool set and confidence to learn how to navigate those feelings, break out of negative thinking and break into where you do belong. And mostly, how to help others do the same. In this episode, my guest Natalie Borneo, shares her personal story of how she experienced “not belonging”, and how she was able to grow up and into her own.
  • Talking Confidence: Why Women Should Consider Franchise Ownership 12.07.2022 46мин
    Have you ever thought in your career, while working for another organization, that you would really like to go out on your own and open your own business? This might be a fantasy you play over in your mind on your drive home from your 9-5, or something you talk about with friends, but you aren't sure of what exactly you want to go into. This is the best time to consider franchise ownership. Over the last decade, there has been a 38% increase in women-owned franchise businesses, and of all new franchises opened in the past 24 months, 32% are women-owned businesses. This is noted in the franchise business review .com in 2021. My two guests in this episode are franchise experts. Roxanne Rapske and Sarah Waskow. They are franchise consultants for FranNet, a company that is focused on connecting you with the right franchise opportunity. Hear their advice and direction on franchise ownership!
  • Talking Confidence: How Little Fires Everywhere Can Ignite Your Confidence 05.07.2022 42мин
    Have you ever felt that at every turn in your life, professionally or personally that you are constantly facing little fires? The fire of ending a relationship, the fire of an unplanned financial disaster, and the fire of well, being fired. The question here is, how do you get through them? Especially when you are hit with them repeatedly. Do you give up? Or do you stand the hell up and walk through the fire? My guest, Liz Horowitz has lived through these little fires. She has done it bravely and confidently and is here to tell her story. It is inspirational and grounding.

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