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Talking Confidence with Holly Caplan

Talking Confidence with Holly Caplan

Holly Caplan 34 Episodes Jul 29, 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.

Episodes

Injecting Confidence: How Dr. Cheryl Haseeb Inspires Growth in Aesthetics
Injecting Confidence: How Dr. Cheryl Haseeb Inspires Growth in Aesthetics Jul 29, 2025 2110 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 brea
Understanding the Importance of Self-Worth: Judy Hoberman on Confidence in the Workplace
Understanding the Importance of Self-Worth: Judy Hoberman on Confidence in the Workplace Jun 24, 2025 2159 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
Guidance, Intuition, and Confidence: The Transformative Role of Tarot
Guidance, Intuition, and Confidence: The Transformative Role of Tarot Jun 17, 2025 1667 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 t
Making Confidence Accessible Through Fashion, No Matter Your Age or Budget
Making Confidence Accessible Through Fashion, No Matter Your Age or Budget Jun 10, 2025 1961 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 soug
Boosting Confidence From the Inside Out With Amy Robbins
Boosting Confidence From the Inside Out With Amy Robbins May 15, 2025 1749 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,
Redefining Confidence and Embracing Midlife
Redefining Confidence and Embracing Midlife Apr 28, 2025 2460 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
Supporting Women’s Confidence in the Workplace
Supporting Women’s Confidence in the Workplace Apr 28, 2025 2576 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. Togethe
Talking Confidence: Confidence of Young Women in College & High School, Part 2- New Tech High School
Talking Confidence: Confidence of Young Women in College & High School, Part 2- New Tech High School Feb 7, 2023 2388 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
Talking Confidence: Confidence of Young Women in College & High School, Part 1 - Texas Woman's University
Talking Confidence: Confidence of Young Women in College & High School, Part 1 - Texas Woman's University Jan 3, 2023 2285 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 imp
Talking Confidence: Why Networking is Necessary
Talking Confidence: Why Networking is Necessary Dec 27, 2022 3034 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 o
Talking Confidence: How Incremental Goals Create Big Wins
Talking Confidence: How Incremental Goals Create Big Wins Dec 20, 2022 2077 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 infamo
Talking Confidence: Why Women Need Mentors
Talking Confidence: Why Women Need Mentors Dec 13, 2022 2036 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 wou

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