
Coach Business
Caryn (like "car in"surance) Gillen works with coaches who want their businesses to feel as great as their coaching does.
Known for her warm but direct manner and laser-like ability to get to the root of the issue, her primary focus is helping clients get what they want, and do life their way, taking the most impactful route.
Caryn is a Master Coach, former commercial fisherman and therapist, and holds a Masters degree in Counseling Psychology.
Latest episodes

Jun 11, 2025 • 26min
196: [Live Coaching] The Power of Decision with Vanessa Hardy
In this conversation, Vanessa Hardy, a passionate life coach with a background in archaeology, dives into the fascinating connection between coaching and self-discovery. They explore the power of decision-making and the importance of defining a coaching niche, all while embracing the messy nature of the process. Vanessa shares insights on marketing challenges, the traits of ideal clients, and the transformative power of storytelling. Tune in as they encourage listeners to take actionable steps, connect authentically, and trust their journey.

Jun 4, 2025 • 11min
195: Developing a Thick Skin in Business
Navigating the entrepreneurial world requires a delicate balance of sensitivity and strength. The conversation emphasizes the necessity of developing a thick skin while remaining true to one’s authentic self. Emotional awareness is crucial, and the host outlines four steps to align your communication with your values. Embracing both praise and criticism is presented as a key component for personal growth, encouraging listeners to find strength in vulnerability while honing their resilience in business.

May 28, 2025 • 20min
Sell Like a Human with Caryn Gillen | Sell Like a Human Sessions EP 4
Discover the secrets to authentic selling in the business world. The hosts emphasize building genuine relationships over traditional, aggressive sales tactics. Learn about the four essential parts of a sales call and the value of leading with empathy. Explore a transformative 'Love Letter' exercise that enhances clarity and eases the selling process. They also tackle common mistakes in sales conversations and provide strategies for fostering connection and comfort, making sales feel collaborative rather than pushy.

8 snips
May 21, 2025 • 21min
Write Copy Like a Human with Marisa Corcoran | Sell Like a Human Sessions EP 2
Join Marisa Corcoran, a copy mentor and leader of the Coffee Confident Society, as she shares insights on crafting copy that truly resonates. She dives into the two key factors influencing purchasing decisions and why infusing personality into your messaging is crucial. Learn about the ‘3 R's’ to enhance your copy and how embracing authenticity can forge deeper connections. Plus, discover the power of community and referrals in elevating your copywriting game. Get ready to make your words sparkle!

6 snips
May 14, 2025 • 23min
194: [Live Coaching] I Don't Feel Safe in Business (Yet) with Mary Okon
In this engaging discussion, Mary Okon, a coach dedicated to helping women manage their work-life balance, seeks guidance on feeling safe in her business journey. The conversation dives into the emotional hurdles of transitioning from corporate security to entrepreneurial uncertainty. Mary shares her transformation from self-doubt to a service-oriented mindset, emphasizing the importance of commitment, self-discipline, and support in overcoming fears. Listeners will be inspired by her insights on empowerment and community impact in the world of coaching.

May 7, 2025 • 11min
193: Being a Mompreneur (Mom and Business Owner)
This is a special Mother's Day episode for all the moms out there.The biggest challenge of being a mom and a business owner is the time and energy involved in each. They both require a high level of care and, ironically, both suffer if/when we don't also care for ourselves.Listen in on how I do both, one thing I do that really helps, and my best tip if you're just getting started.If you're a mom, I see you there. Happy Mother's Day!-----** If you enjoyed this episode, make sure to hit that subscribe button, like, and/or leave a comment. I appreciate each and every one! **Prefer video (with closed captioning)? Head to YouTube: https://youtu.be/UfCStvEUSwE-----To learn more about me, Caryn Gillen, and the work that I do with high-integrity coaches and remarkable humans…Sign up for my weekly newsletter:https://caryngillen.activehosted.com/f/25Connect with me on social (I’m @caryngillen in all the places)Or check out my membership for coaches on their way to consistent 5K months:https://caryngillen.com/comfortable-in-business/If you think I’m the coach for you, you’re probably right! Message me to connect, and we can figure out together where you fit.

8 snips
May 6, 2025 • 26min
[Special] How to Sell Like a Human, Part 2
Discover the secrets to nailing consultation calls with a step-by-step process designed to keep your authenticity at the forefront. Learn how to engage clients meaningfully while navigating their challenges. Master the art of selling like a human, focusing on integrity and thoughtful communication. This insightful session empowers you to make more sales as a life coach, helping you to reach and assist more people. Plus, find out how to access additional resources and live coaching opportunities!

17 snips
May 5, 2025 • 26min
[Special] How to Sell Like a Human, Part 1
Discover the top seven essentials for authentic sales in coaching! Learn how to connect with clients on a personal level while embracing genuine interactions. Explore strategies for successful consultation calls and uncover what NOT to do in your sales approach. This is a guide to mastering the human side of selling, ensuring you foster meaningful relationships while boosting your coaching business. Perfect for coaches looking to enhance their sales skills and help more people!

9 snips
Apr 30, 2025 • 36min
192: How to Stop People Pleasing with Sara Fisk
Sara Fisk, a Master Certified Coach and Instructor, passionately helps women break free from people-pleasing, perfectionism, and codependency. In this insightful conversation, she dives into the roots of people-pleasing, emphasizing the need for balance between self-care and community. Sara shares techniques for effectively navigating tough conversations and setting boundaries, while also discussing the importance of self-awareness. Join her as she explores the transformative power of embracing imperfections and the strength found in discovering one's true identity.

7 snips
Apr 23, 2025 • 35min
191: How to Be a Coach YOUR WAY with Jennifer Faherty
Jennifer Faherty, founder of Psych Paper, shares her inspiring journey from wealth management to coaching and designing positive psychology-based planners. She emphasizes that coaching isn’t one-size-fits-all—it's about finding your unique approach. The conversation dives into the significance of aligning personal values with business practices and the transformative power of self-coaching. Jennifer highlights the importance of flexibility and adaptability in both coaching and life, encouraging listeners to embrace authenticity and self-compassion in their journeys.