
Talking Confidence with Holly Caplan
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
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
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
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
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
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
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
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
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
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
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
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
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

Talking Confidence: If I Knew Then What I Know Now
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

Talking Confidence: When Life Gets In The Way Of Your Plans
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 epi

Talking Confidence: Let GRIT Be Your Guide
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 epis

Talking Confidence: How Your Life Experiences Can Translate Into Your Second Act
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 you

Talking Confidence: How To Find The Confidence To Ask For What You Want
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 Gra

Talking Confidence: What To Do When You Feel Like You Don't Belong
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

Talking Confidence: Why Women Should Consider Franchise Ownership
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 t

Talking Confidence: How Little Fires Everywhere Can Ignite Your Confidence
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 throu

Talking Confidence: How To Deal With A Narcissist In Your Workplace
This topic is near and dear to my heart, because I experienced it over and over in the workplace and it played a big role in what drove me to write my book, in 2017, titled, Surviving the Dick Clique.
Narcissism is a self-centered personality style characterized as having an excessive interest in one's physical appearance and an excessive preoccupation with one's own needs, often at the expense of

Talking Confidence: How To Confidently Ask For A Raise
Have you ever wanted to ask for a raise? But perhaps you didn’t because you were not sure how to bring up the conversation with your boss or show why you are deserving. Because of this, plenty of us, mostly women, never make the ask. when all along, we just needed the courage and a roadmap to start the conversation
In this episode, Laura Browne, will be providing us with just that. She is going t

Talking Confidence: Facing Discrimination at Work? Here is what you need to know!
I have faced gender discrimination in the workplace. My experience occurred 10 years ago in a series of small events, they were microaggressions that added up to me feeling minimized, undervalued, and silenced. All knew was that I felt frustrated, but I didn’t know how to fix it or get help to understand it.
I know from experience that I am not alone in what I’m speaking of. I have several friend

Talking Confidence: When Tragedy Changes Your Trajectory
In your early twenties, you may have a vision and plan as to how want your life to play out. You know what you will be getting your degree in, what career you want, and where you want to live. You confidently and excitedly envision engaging in your life events as planned. Sounds great right? But, then tragedy hits. A tragedy so unfathomable and unexpected that your plans come to a halt. And after

Talking Confidence: International Cultures & Confidence
Sometimes we can feel very alone in our feelings, in our confidence and in our own space. We get stuck in our human minds and think that everything is happening to just us. We go inside of ourselves, as we star in our own movies, taking for granted that there are others in different time zones, countries, and cultures that could be having a similar experience. No matter how far away they are, ther

Talking Confidence: The Journey through Confidence Peaks and Valleys
Having confidence in the workplace can sometimes feel like a roller coaster. Meaning, you may have days when you wake up and feel like you could conquer the world. You feel like you can take on anything and are confident in your knowledge and skills and that you just really know your shit. Your confidence is at a 10. This could go on for a few weeks or months. Then something may happen like, losin

Talking Confidence: Getting Uncomfortable To Get Ahead
One of the biggest challenges that I find my clients face is the discomfort they feel once they realize how they have to market their new business in 2022. We are in a world of self -promoting videos, posts, photos, likes and comments. It can be hard enough to find the guts to open your own business, but then the thought of having to do a video about it and then posting it on social for the whole

Talking Confidence: The Stories That Shape Us
Have you ever felt like the story of you has been created by the narrative of those around you based on their perception and even motives? How others view you is based on their judgement of appearance, what you do for a living, or where you went to school. What’s more is that what people think or say about you can direct your future and affect how you think about yourself, and it can begin to feel

Talking Confidence: Imposter Syndrome & The Lies You Tell Yourself
Have you ever been haunted by feelings of not being good enough or smart enough, or as if you are not worthy. Like, if you walk into a work meeting, and you instantly assume you are not the smartest person in the room, and that once you speak up, you will be found out? Or, you are offered a promotion at work, but you feel like you don’t deserve it because you don’t think you are good enough… and i

Talking Confidence: Shame And Survival
The word shame evokes feelings of humiliation, embarrassment, and fear. Most of us can probably look back at our childhoods and remember being told the words, "Shame on you!”. What happens when shame follows you into adulthood, workplace and relationships with others? Most importantly, how do you stop it? In this episode hear my conversation with Deborah McMurray.
Her story includes shame, but it

Talking Confidence: Finding The Confidence To Age Out Loud!
Ageism is an issue in the workplace, and it can have an impact on your confidence. Worrying about “aging out," or hitting that time in life when you will be viewed as dispensable can be stressful and anxiety provoking. Even when you feel like you as a woman know you are better at what you do because of your age, accolades and work/life experience, the world may view you differently. Join me for t

Talking Confidence: When it's Time to Re-evaluate and Reboot
As a business owner it is important to be able to realize when your business strategy isn't working for your company. It can feel like a setback, you may become frustrated and lose confidence in yourself. Learning to how to re-focus and, re-evaluate such situations can be humbling, but it is necessary for personal and professional growth. The key to re-evaluating and re-booting is all in how you

Talking Confidence: The Power Of Learning To Set Boundaries
Why don't we set boundaries at work? Hell, I didn't do it for years, and it didn't do me any favors. In this episode, my guest, Michelle Ganon and I will be discussing the topic of learning to set boundaries. No matter what your job or role may be, we all need them. The hardest part is learning to recognize when and how they need to be placed and feeling confident in doing so.

Talking Confidence Introduction
Having confidence in the workplace is essential for progress, fulfillment and yes, survival. The issue is that confidence doesn’t always come easy and is impacted and influenced along the way.
In this podcast, together we will examine what exactly impacts women’s confidence in the workplace. We are going to get raw in these episodes. We are going to peel back the layers of social interactions, c
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