Welcome to the Live Fearlessly podcast with your host Dr. Benjamin Ritter. The Live Fearlessly podcast is focused on highlighting the stories of intrapreneurs and entrepreneurs that are truly living for themselves. Our mission is to inspire others to do the same, at work and in life. Interested in learning more, go to www.liveforyourselfconsulting.com/ If you enjoy the show please share with a friend and leave a review on iTunes. — Dr. Benjamin Ritter, author of Becoming Fearless, and founder of Live for Yourself Consulting is a leadership and career coach, Sr Talent Management Consultant, values geek, international speaker, podcaster, author, and passionate about guiding others in finding, creating, and sustaining a career they love.
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60 recent
August 14, 20265 min
Fearless Friday: Avoid Burning Out
Fear isn’t the problem, how we respond to it is. In this Fearless Friday episode, Dr. Benjamin Ritter walks through his book, Becoming Fearless: A Journey from Self-Doubt to Self-Mastery . This episode is part of an ongoing Fearless Friday series covering all 65 strategies from the book. If this resonates, you can find the full book on Amazon: https://amzn.to/3YwGBf1 or learn more at liveforyourselfconsulting.com Don’t rush it. One strategy at a time.
July 31, 20264 min
Fearless Friday: Accept the True Meaning of Work
Fear isn’t the problem, how we respond to it is. In this Fearless Friday episode, Dr. Benjamin Ritter walks through his book, Becoming Fearless: A Journey from Self-Doubt to Self-Mastery . This episode is part of an ongoing Fearless Friday series covering all 65 strategies from the book. If this resonates, you can find the full book on Amazon: https://amzn.to/3YwGBf1 or learn more at liveforyourselfconsulting.com Don’t rush it. One strategy at a time.
July 27, 202632 min
Discomfort Is Where the Value Is with Adam Callinan
Most of us spend real energy making our lives a little more comfortable. Adam Callinan has spent his doing the opposite, on purpose. Adam scaled BottleKeeper to more than $60 million in sales with no outside funding and a team of six, then exited to private equity. But the resume is the smaller story. After a decade living on the beach in Manhattan Beach, he and his wife reassessed what they actually wanted for their kids and moved the family to the Montana backcountry. Today he runs Pentane, helping ecommerce founders stop guessing their way to profitability, and twice a year he leads active-duty special operations soldiers into the wilderness through a nonprofit called Big Sky Bravery. In this conversation with Dr. Benjamin Ritter, Adam makes the case that the value you're looking for usually sits on the other side of discomfort. He explains why he built his businesses around hard constraints instead of outside money, how asking "why" three layers deep uncovers what everyone else accepted without thinking, and why he guards his time so carefully now that saying no has become a skill. He also shares what he has learned from operators who make life-or-death decisions for a living, and why pushing your physical limits resets what "difficult" means everywhere else. This episode is for anyone who senses the default path isn't theirs and wants permission to build something more intentional. Bring a notebook. A few of these ideas are worth keeping. Links: Pentane: https://pentane.com Adam Callinan on LinkedIn: https://www.linkedin.com/in/adammcallinan Big Sky Bravery: https://www.bigskybravery.org
July 17, 20265 min
Fearless Friday: Remember How Great You Are
Fear isn’t the problem, how we respond to it is. In this Fearless Friday episode, Dr. Benjamin Ritter walks through his book, Becoming Fearless: A Journey from Self-Doubt to Self-Mastery . This episode is part of an ongoing Fearless Friday series covering all 65 strategies from the book. If this resonates, you can find the full book on Amazon: https://amzn.to/3YwGBf1 or learn more at liveforyourselfconsulting.com Don’t rush it. One strategy at a time.
July 3, 20265 min
Fearless Friday: Do What You Want To Do
Fear isn’t the problem, how we respond to it is. In this Fearless Friday episode, Dr. Benjamin Ritter walks through the Becoming Fearless strategy Do What You Want To Do. This episode is part of an ongoing Fearless Friday series covering all 65 strategies from the book, Becoming Fearless: A Journey from Self-Doubt to Self-Mastery . If this resonates, you can find the full book on Amazon: https://amzn.to/3YwGBf1 or learn more at liveforyourselfconsulting.com Don’t rush it. One strategy at a time.
June 29, 202638 min
Trust Your Strengths (Not the Playbook) with Anya Cheng
Anya Cheng has had a career most people would call “impossible” on paper: Sears, Target, McDonald’s, eBay, Meta and then the leap into founding her own company. In this conversation, Anya breaks down the real strategy behind those moves (and the mindset shift that changed everything): stop optimizing for “better” and start asking what you actually want. We talk about playing the long game through community, referrals, and being a genuine connector (including how giving first helped her unlock key investor relationships). Anya also shares the origin story behind Taelor, an AI + human-stylist menswear rental that helps busy men look great without shopping or laundry, plus the surprising realities of fundraising as an immigrant woman founder and how she adapted without losing herself. If you’re building your next chapter, this one is a reminder to leverage your strengths, stay in motion, and let courage look like your version of action. Connect with Anya & Taelor: 🌐 Taelor: https://taelor.style 💌 Business partnerships / investors: anya@taelor.ai 🏷️ 25% off first month (menswear rental): POCAST25 🎁 10% off gift cards: podcastgift
June 19, 20265 min
Fearless Friday: Shift From Victim To Creator
Fear isn’t the problem, how we respond to it is. In this Fearless Friday episode, Dr. Benjamin Ritter walks through the Becoming Fearless strategy Shift From Victim To Creator. This episode is part of an ongoing Fearless Friday series covering all 65 strategies from the book, Becoming Fearless: A Journey from Self-Doubt to Self-Mastery . If this resonates, you can find the full book on Amazon: https://amzn.to/3YwGBf1 or learn more at liveforyourselfconsulting.com Don’t rush it. One strategy at a time.
June 5, 20264 min
Fearless Friday: Create Instead of Chase Happiness
Fear isn’t the problem, how we respond to it is. In this Fearless Friday episode, Dr. Benjamin Ritter walks through the Becoming Fearless strategy Create Instead of Chase Happiness and explores how fear quietly influences our thoughts, decisions, and actions. This episode is part of an ongoing Fearless Friday series covering all 65 strategies from the book, Becoming Fearless: A Journey from Self-Doubt to Self-Mastery . If this resonates, you can find the full book on Amazon: https://amzn.to/3YwGBf1 or learn more at liveforyourselfconsulting.com
May 25, 202634 min
Trusting Yourself More Than Fear with Meredith “MK” Katz
MK is the co-founder of Retrocycle, a Colorado nonprofit building a borrow-and-return network for reusable cups, starting with the Colorado Cup launching in May 2026 in Breckenridge. In this conversation, we get into what it looks like to lead yourself first while building something uncertain: nervous system regulation, staying steady through emotional waves, and using fear as a signal instead of a stop sign. MK also shares her path from Zappos and marketing into a full reset (WWOOFing, herbalism, sustainability exploration), how a reuse system in Germany sparked the Retrocycle vision, and why the model is built to last beyond the founders through nonprofit governance, community partners, local government collaboration, and local art on every cup. If you’ve been craving work that feels real again, this one is a blueprint for choosing trust over fear and building a mission with momentum. Connect with Meredith “MK” Katz & Retrocycle: 🌐 Retrocycle: https://retrocycle.org/ 📸 Instagram: https://www.instagram.com/retrocycle.us/ 💼 Meredith “MK” Katz on LinkedIn: https://www.linkedin.com/in/meredithekatz/
May 22, 20264 min
Fearless Friday: Share Your Success
Fear isn’t the problem, how we respond to it is. In this Fearless Friday episode, Dr. Benjamin Ritter walks through the Becoming Fearless strategy Share Your Success and explores how fear quietly influences our thoughts, decisions, and actions. This episode is part of an ongoing Fearless Friday series covering all 65 strategies from the book, Becoming Fearless: A Journey from Self-Doubt to Self-Mastery . If this resonates, you can find the full book on Amazon: https://amzn.to/3YwGBf1 or learn more at liveforyourselfconsulting.com Don’t rush it. One strategy at a time.
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