Business Your Way

Caryn Gillen
  • 5.0 (116)
  • Business
  • Weekly

Business Your Way is the earlier podcast from Caryn Gillen, high-performance coach for entrepreneurs. The archives are here for you, but I’m no longer publishing new episodes. These days, I offer private coaching and serve as a thinking partner for entrepreneurs, founders, and leaders navigating the decisions, ambitions, and changes that matter most. I’m also hosting What I’ve Come to Know, a private audio series featuring thoughtful conversations with women about what they’ve learned and what they trust now. Find my current work at caryngillen.com/links.

  1. Oct 1

    What I've Come to Know Is LIVE

    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 biggest risk isn't failure; it's staying the same when you're supposed to evolve. Here are the episode titles to give you a teaser of what's inside: 👟 You Don't Need Certainty to Take Action👥 No One Succeeds Alone💨 It's All Temporary💰 Women and Girls Need to Know How to Make Money👩🏻‍💼 You Don't Have to Be the One in Charge🚫 There Is No Mold🧠 Most of Us Know Sooner Than We Admit☀️ Do Not Surrender Your Joy❓ The Good Stuff Is In the Unknown🙅🏻‍♀️ I Don't Need to Prove, Hide, Protect, or Defend Anything☝️ I Just Have to Play My Part😱 Uncertainty Doesn't Have to Mean Fear💯 It Just Keeps Getting Better🎉 Fun Is Not Frivolous🧡 You're Going to Be Okay All 15 episodes are LIVE NOW! Your free access here → ⁠https://app.hiro.fm/channel/what-i-ve-come-to-know⁠ Thanks for joining us in the room... You'll be so glad you did!

  2. Sep 23

    229: I Made You Something: 15 Women, 15 Honest Conversations

    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 clearly as you decide what's next for you. Because the biggest risk isn't failure; it's staying the same when you're supposed to evolve. All 15 episodes go live OCTOBER 1! Sign up now so you don't miss a thing when they do. Your free access here → https://app.hiro.fm/channel/what-i-ve-come-to-know Thanks for joining us in the room... You'll be so glad you did!

  3. Sep 18

    228: Why 'Just Enough' Is Costing You with Heather Hammell

    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 that pay them well and don't wreck their bodies. But the principles here apply to any coach, consultant, or small business owner who's been quietly overworking to make "just enough." They get into: Why "just enough" is a vague, self-limiting measurementBuilding a schedule around when YOU actually work bestWatching for dread, envy, and drag as signals that something in your business needs to changeWhy selling your service isn't slimy — and how to help clients see the real value of what you doHow to take a sick day without your whole business falling apartSaying your rates and cancellation policy out loud as an act of integrityFor clients: why you should be glad when your therapist charges more (and what that probably means) If you love your massage therapist, chiropractor, or body worker, this is the episode to send them! ----- ** If you enjoyed this episode, make sure to hit that subscribe button, share it with a friend, like and/or leave a comment. I appreciate each one! ** ----- Heather Hammell helps hands-on therapists, physical therapists, occupational therapists, massage therapists, and bodyworkers build private practices that actually pay them. After 15 years running her own MFR practice, she started coaching other practitioners in 2020. Since then, her clients have collectively generated millions in revenue, set rates that reflect their skill, and built schedules that fit their bodies and their lives.What she does:- Foundations: 12-month group coaching to get fully booked- Beyond 100K: 6-month programme for fully booked therapists scaling to extra profit- The First Visit Blueprint: standalone training on rebooking after the first session- The Fully Booked Therapist Podcast: weekly episodes on building a practice that pays- Author of two booksHer method is built on five pillars: body-first capacity, rates as math, sales as a system, deep understanding of the client's problem, and capability over dependency. If you're skilled, motivated, and still not booked, that's the gap she works in. Learn more and connect with Heather at themfrcoach.com. ----- To learn more about and connect with host Caryn Gillen, visit caryngillen.com. Caryn is a Master Leadership and Business Coach who asks really great questions to help people clarify their next move, holding space for them as they do it. Learn more about the ways to connect with Caryn here: caryngillen.com/links ----- Tags: small business coaching, raising your rates, work life balance entrepreneur, service based business, the fully booked therapist, podcast for business owners, your business growth podcast

  4. Sep 9

    227: The Math Ain't Mathin' (Make Sure It's In Your Favor)

    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're getting something real back in return. She walks through her own business as an example, looking at her email list and what the data is actually telling her. She makes the case that everything in business (and in life) is essentially a math equation; not just the numbers, but the energetic return you get from every dollar, hour, and ounce of attention you invest. The bottom line? If you've been pushing a boulder up a hill and it keeps rolling back down, this is your permission slip to let it go. The world doesn't need you grinding through what isn't working. It needs you showing up for what is. --- 💡 Ready to get clear on what's worth your energy? Book a fit call or one-off session with Caryn at caryngillen.com/links.

  5. Sep 2

    226: How to Write a Business Book That Gets Read with Holly Ostrout

    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 it actually takes to write a nonfiction book that changes your business and your readers' lives. Holly introduces the concept of the Heroine's Journey as a framework for structuring a nonfiction book, and why it works so much better than just stringing your best blog posts together and calling it a day. She breaks down how to start with your book's promise (not your topic or concept), how to reverse engineer the book from the business result you want, and the five "strategy stacks" that determine what your book should actually do for you (whether that's attracting high-ticket clients, landing paid speaking gigs, building thought leadership, or growing passive income). This conversation is packed with practical insight for any coach, entrepreneur, or expert who has "write a book" on their someday list, and is ready to do it strategically. Topics covered: Why 82% of purchased books never get finished, and how to make sure yours isn't one of themThe Heroine's Journey framework for nonfiction booksHow to define your book's promise before you write a single wordThe 5 strategy stacks: high-ticket clients, speaking gigs, passive income, partnerships, and thought leadershipWhy you can't write a great business book in your first year, and how to know when you're readyReal client results: TED Talks, $10–20K keynotes, and filled group programs from book launchesHow writing the book itself can transform your business clarity (even before it's published) 🎯 Take Holly's quiz to find your most profitable book strategy at hollyostrout.com/quiz Want to work on your overall business strategy or have someone walk this season of life/business with you? Book a consult with Caryn at caryngillen.com/links ----- ** If you enjoyed this episode, make sure to hit that subscribe button, share it with a friend, like and/or leave a comment. I appreciate each one! ** ----- Holly Ostrout is your nonfiction book bestie, helping you write + publish a damn good book™ that transforms your business. Her unique framework combines transformational storytelling techniques with strategic purpose points that create books with genuine impact—and that can generate an extra $50k-$100k annually. She uses her signature Book Mapping process to make your writing process quick and humane. You build your book over her proven Heroine’s Journey framework, which moves readers from curious to reaching out—so your book becomes your best lead generator for years to come. Learn more or connect with her at hollyostrout.kit.com. ----- To learn more about and connect with host Caryn Gillen, visit: caryngillen.com Caryn is a Master Leadership and Business Coach who asks really great questions to help people clarify their next move, holding space for them as they do it. ----- Tags: write a book for your business, heroine's journey, life coach business tips, small business podcast

  6. Aug 26

    225: Why Making the "Wrong" Decision Is Better Than Making No Decision

    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-blown existential crisis earlier this year. And what happened after... Decisions create momentum. Momentum creates learning. And learning gets you where you're actually trying to go — faster than playing it safe ever will. This episode's short, punchy, and was recorded completely unplanned. Which honestly makes it even better, IMO. Wanna chat? Connect with me on Instagram or LinkedIn (I'm @caryngillen, in all the places). Think maybe I'm the coach for you? You're probably right! ⁠Book a consult call⁠ to find out: https://clients.caryngillen.com/public/appointment-scheduler/6560fa439474035a892b07c7/schedule Tags: decision making, business decisions, how to stop being stuck, entrepreneur mindset, imperfect action, business clarity, business momentum, life coach podcast

  7. Aug 19

    224: 475 "Ordinary" Business Owners Tell the Truth with Jessica Freeman

    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 success stories and what the data actually shows - What remains people's number one lead source, three years running - The thing that actually generates clients - What nearly every respondent is walking away from and prioritizing this year can use it to build your business around what's actually working in 2026. Or, do as Jess does, and use the data to support your own marketing and sales pages! View the State of Online Business Survey 2026 results here: https://theordinarybusiness.com/state-of-online-business-survey-2026/ Book your Checkpoint Session here: https://caryngillen.com/checkpoint ----- ** If you enjoyed this episode, make sure to hit that subscribe button, share it with a friend, like and/or leave a comment. I appreciate each one! ** ----- Jess Freeman is the founder of Jess Creatives and The Ordinary Business Network. While she designs for health and fitness experts, The Ordinary Business Network is for all types of service providers who want to focus on becoming better, not bigger. Learn more about and connect with Jess at: theordinarybusiness.com jesscreatives.com ----- To learn more about and connect with host Caryn Gillen, visit: https://caryngillen.com/ Caryn is a Master Leadership and Business Coach who asks really great questions to help people clarify their next move, holding space for them as they do it. ----- Tags: online business survey, online business owner statistics, state of online business, business strategy, business coaching podcast

  8. Aug 12

    223: The Operating System Behind Every Successful Coaching Business

    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: lead generation, nurturing, sales, client delivery, and resell/upsell.  This episode may just change how you look at and interact with your business – and it's only 11 minutes long. Such a win! Learn more about The Advisor Circle at caryngillen.com/advisors-circle In this episode: The 5-step business operating system: See, Decide, Move, Learn, AdjustThe 5 core areas of every coaching businessHow to assess your business data without self-judgmentWhy "the next best step" beats a perfect long-term planA real client story: from consistent posting to a qualified leadWhy quitting what doesn't work is a superpower, not a failure tags: business operating system, coaching business framework, life coach business tips, small business strategy, entrepreneur mindset

See All (237)

5
out of 5
116 Ratings

About

Business Your Way is the earlier podcast from Caryn Gillen, high-performance coach for entrepreneurs. The archives are here for you, but I’m no longer publishing new episodes. These days, I offer private coaching and serve as a thinking partner for entrepreneurs, founders, and leaders navigating the decisions, ambitions, and changes that matter most. I’m also hosting What I’ve Come to Know, a private audio series featuring thoughtful conversations with women about what they’ve learned and what they trust now. Find my current work at caryngillen.com/links.

Information

  • Creator
    Caryn Gillen
  • Years Active
    2021 - 2026
  • Episodes
    237
  • Rating
    Clean
  • Copyright
    © Caryn Gillen
  • Show Website
    Business Your Way