Caryn Gillen
Business Your Way
Business Your Way is a podcast for those of us who have always done things in our own way. This show offers quick perspective shifts from Caryn, ideas that crack something open for you from a guest, and live coaching. It’s the relevant, interesting, permission-giving stuff you want to hear about because it will create more space for you to do business YOUR way!⇒ Follow Business Your Way on your favorite podcast platform, then leave us a rating and review. Thanks for listening!
Be sure to visit the podcast's website and support the creator: www.caryngillen.com
Author
Caryn Gillen
Category
Podcast website
Latest episode
Oct 1, 2026
Where to listen?
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Episodes
What I've Come to Know Is LIVE 01.10.2026 0:59
Hard-won truths from accomplished women, for accomplished women who know they're not done yet. The private podcast, What I've Come To Know , is access to the big sisters in business you never had but always wanted . Not to tell you what to do next. But to share what they've learned along the way, so you can hear yourself more clearly as you decide what's next for you . Because the...
229: I Made You Something: 15 Women, 15 Honest Conversations 23.09.2026 8:30
This is your official invite to my latest labor of love! Hard-won truths from accomplished women, for accomplished women who know they're not done yet. This private podcast, What I've Come To Know , is access to the big sisters in business you never had but always wanted . Not to tell you what to do next. But to share what they've learned along the way, so you can hear yourself more cl...
228: Why 'Just Enough' Is Costing You with Heather Hammell 18.09.2026 27:54
In this episode of Business Your Way , Caryn Gillen sits down with Heather Hammell, host of The Fully Booked Therapist , to talk about what happens when service-based business owners stop pricing from the going rate (or industry standard) and start pricing from facts and data . Heather coaches hands-on therapists (massage therapists, PTs, OTs, speech therapists, body workers) to build practices th...
227: The Math Ain't Mathin' (Make Sure It's In Your Favor) 09.09.2026 9:20
You're busy. You're doing the things — the emails, the posts, the strategies you heard were working for someone else. But when did you last stop to ask: is any of this actually working for me ? In this episode of Business Your Way , Caryn gets refreshingly honest about one of the most overlooked practices in business : regularly interrogating where your energy is going and whether you'...
226: How to Write a Business Book That Gets Read with Holly Ostrout 02.09.2026 40:22
Only 18% of purchased books are ever read all the way through. So if you've been thinking about writing a book for your business, the goal isn't just to write one; it's to write one that people actually finish, and that gets you (and the reader!) the desired result. In this episode of Business Your Way , Caryn sits down with book coach and publisher, Holly Ostrout, to talk about what i...
225: Why Making the "Wrong" Decision Is Better Than Making No Decision 26.08.2026 7:26
What if the decision you're afraid to make is exactly what you need to move forward? In this episode of Business Your Way , I get real about decision-making: - why we stall - what it costs us when we do - why making a move (even an imperfect one) will always teach you more than staying stuck ever will In this episode, I share a candid story from my own business: how I found myself in a full-b...
224: 475 "Ordinary" Business Owners Tell the Truth with Jessica Freeman 19.08.2026 45:27
In this episode of Business Your Way , host Caryn Gillen sits down with Jessica Freeman – the founder of Jess Creatives and The Ordinary Business Network – to break down the results of her third annual State of Online Business Survey , based on responses from 475 service providers. They get into: - The crucial difference between revenue and profit - The surprising gap between people's public s...
223: The Operating System Behind Every Successful Coaching Business 12.08.2026 11:18
What if running your business came down to just 5 repeatable steps ? In this episode of Business Your Way , I pull back the curtain on the exact operating system I use when coaching entrepreneurs, life coaches, and small business owners. I break down my signature 5-step framework: See, Decide, Move, Learn, and Adjust , and describe how to apply it to the 5 core areas of any coaching business: lea...
222: Your Voice Builds Trust – The Human Advantage Roundtable 05.08.2026 1:17:55
Your written content can only take a relationship so far. When someone hears you think or speak out loud, on a podcast or from a stage, they get a sense of you that no blog post or social caption alone can replicate. That's the moment a stranger starts to trust you before you've ever spoken one-on-one . In this roundtable, host Steph Walker of Clarity Web Design Studio sits down with Kimbe...
Feeling Stuck on a Big Decision? 26.07.2026 5:12
When you've done the internal work, but need someone else in the room. You know that feeling, when you've been sitting with a big decision for weeks, maybe months. You've done the internal processing. You know something needs to change. But you haven't said it out loud to anyone yet, because the people closest to you have a stake in what you decide. That's exactly what Checkpoi...
221: The Saboteur Voice in Your Business and How to Stop Listening to It 22.07.2026 8:20
This episode is a clip from one of Caryn's small group coaching calls. The conversation was too good NOT to share! If you've ever looked at your coaching business and thought "I should be further along by now" or "maybe I'm just not cut out for this" — this episode will stop you in your tracks in the best way. These thoughts are among the most universal in entrepren...
220: The Invisible Line Between Working For Yourself and Owning It with Melisa Liberman 15.07.2026 41:30
In this episode, Caryn talks with business coach for independent consultants Melissa Liberman about the identity shift that changes everything — the moment you stop operating like an employee (or an extra pair of hands) and start actually owning your business. Melissa shares her own journey from an unplanned side gig to a thriving business, the exact moment she stopped dropping everything at a cli...
219: Stop Doing What No Longer Serves You: A Coach's Guide to Quitting 08.07.2026 5:04
Is it time to quit something? In this episode of Business Your Way , host Caryn Gillen challenges coaches and small business owners to audit their weekly habits and ask one simple, but powerful question: "Would I choose this again?" Does what you're doing now get you to where you're going? Caryn breaks down why we cling to habits, routines, and commitments long after they stop se...
218: Stop Running on Empty – The Elite Athlete Mindset for Business Owners 01.07.2026 7:05
In this episode of Business Your Way, host Caryn Gillen explores what life coaches and small business owners can gain by treating themselves like elite athletes. She breaks down what high performance really requires: honest self-awareness about your energy limits (like knowing you're a "one-experience-a-day" introvert), rejecting depletion as a badge of honor, and building personal s...
217: How to Use Speaking to Grow Your Coaching Business with Laurie-Ann Murabito 24.06.2026 39:30
Speaking might be the most underused growth strategy in your business. In this episode of Business Your Way, Caryn sits down with Laurie-Ann Murabito, a speaker trainer and speaking strategist who went from painfully shy to a professional speaker. She now helps coaches and entrepreneurs get known, get booked, and get clients through the power of speaking . Laurie-Ann shares about her signature fra...
216: How to Market, Sell, and Coach in a Way That Actually Feels Like You 18.06.2026 7:36
Do your marketing, sales, and coaching delivery all feel like the same person? In this episode of Business Your Way, we talk about what it really means to promote your way — not just in your marketing, but in every decision you make about how you run your business. This isn't about tactics. It's about staying bought in on who you are, so the world's noise doesn't pull you off cours...
215: The #1 Skill Every Coach Needs to Filter Business Advice 17.06.2026 11:34
Are you taking business advice from people who don't actually know you, your goals, or where you're trying to go? In this episode of Business Your Way, Caryn breaks down one of the most important — and overlooked — jobs you have as a business owner: protecting your business your way. Caryn covers why well-meaning advice from even successful entrepreneurs can send you in the completely wron...
214: Why Doing Business Someone Else's Way Will Eventually Break You 16.06.2026 9:30
After a break and a rebrand, we're back! 🥳 This episode explains exactly why the podcast is now called Business Your Way . If you've ever followed someone else's framework, hit your income goals, and still felt completely depleted, this one's for you. Caryn gets honest about her own burnout over 16+ years in business, what it costs to "succeed" on someone else's term...
Hello! ...and an announcement 19.04.2026 13:40
I wanted to come into this pod-break with a quick hello and an announcement and invitation for you: Join me and our coach besties for "Make the Right Move" a free, 3-day workshop happening late April. See you there! ...and see you back here soon. Miss your face. Caryn
213: How Collaboration Fuels Visibility and Growth for Life Coaches with Molly Claire 12.11.2025 31:32
In this episode, master coach and author Molly Claire joins us to share the power of collaboration, trust, and purpose-driven partnerships in business. Molly recently co-authored She Rises , a book written with 12 of her master coaches, each contributing a chapter on their specialty — from inner boundaries and grief to perfectionism and nervous system regulation. This book is for any woman see...
212: Turn Emails Into Experiences—Building Retention Through Connection with Nadine Nethery 29.10.2025 30:55
Today’s guest, Nadine Nethery, is a copywriter turned customer experience and retention strategist for savvy online business owners who want to attract, retain and wow their dream customers. In this episode, we discuss creating an intentional and client-driven email marketing strategy to keep your audience engaged (long-term) and transform your list into a loyal community of buyers and fans. Nadin...
211: Human Design for Business (Marketing and Selling) with Breanna Owen 15.10.2025 58:17
In this episode, Breanna Owen, an Email Energetics expert and Human Design strategist, chats with Caryn about marketing and selling. - Caryn shares her own story of how Human Design completely changed the way she sells - They dive into self themes, authority, and the six different profile lines (you'll be able to pick yours out even if you don't already know it) - They work through an exam...
210: Identity Marketing with Veronica Romney 01.10.2025 36:25
Most of us are done with bro marketing and sleazy "buy this thing" sales tactics, but are unclear on what's working now and what we should do instead . That's the topic of today's conversation with Certified Master Marketer, Speaker, and Author Veronica Romney. She (quite literally) wrote the book on identity marketing , and breaks down how to connect with the truest identity of your customer or c...
209: It's now or never, let's be in this together 24.09.2025 13:41
Hello Pod-Fam! The time is now. Enrollment closes October 6th when I go to bed, so just get on in here now! $497 to join and finish your year strong. Get all of my behind-the-scenes takes and transparent shares on exactly what I ask you to do as part of the work inside Comfortable In Business . Let's go! Quick recap Caryn announced the sunset of her Comfortable In Business membership for coach...
208: Systems Over Stress with Ashley Rose 17.09.2025 28:08
In this episode, automations and Airtable expert Ashley Rose and I dive into the concept of prioritizing systems over stress in your business. Rather than pushing harder or doing more, the goal is to build systems that support your business and life . We discuss: - How systems reduce stress - Starting where it feels heavy - Avoiding the “it only takes a few minutes” trap - Reverse engineering...
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