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/quizWant 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.comCaryn 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

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 willIn 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/scheduleTags: decision making, business decisions, how to stop being stuck, entrepreneur mindset, imperfect action, business clarity, business momentum, life coach podcast

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 yearcan 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.comjesscreatives.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

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-circleIn 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 failuretags: business operating system, coaching business framework, life coach business tips, small business strategy, entrepreneur mindset

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 Kimberly Lyall (a keynote speaker and leadership facilitator) and me, Caryn Gillen (thought partner/coach and podcast host).Together, we dig into: - Why your spoken voice changes the way people relate to you- How to start when doing so feels like a huge leap- What actually turns a one-time appearance into a real relationship instead of just exposurePlus: - Why you don't need the whole marketing engine before testing whether an idea connects- Why a real conversation beats a polished PDF- Why your website has to match the person people just heard speakTakeaway quotes:"Relax and BE YOU. It sounds simple, but it's so hard!""Say what makes you nervous (but you know is true and matters)."This conversation was originally part of The Human Advantage roundtable series.Tags: building trust with your voice, personal brand visibility, business roundtable podcast, turning listeners into clients

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 Checkpoints are for.In this episode of Business Your Way, Caryn introduces a brand new private coaching offer: a 90-minute one-on-one session designed for high achievers, coaches, entrepreneurs, and leaders who are at a pivot point and need a thought partner with no agenda.Think of it like a pit crew for a high-performance race car. The more you're performing at a high level, the more often you need fine-tuning to keep going at your best.Whether you're stepping into a new season of life or leadership, weighing a consequential move, or just need someone to think it through with you from angles you haven't considered — this is that space. No homework. No pressure. Just 90 minutes with Caryn's full attention, intuition, and curiosity on your biggest thing.The session also includes a week of follow-up via audio and text, so when the "ahas" hit after the call, you've got somewhere to put them.Founding price is $199 (goes up to $300 after July 29th). Book at caryngillen.com/checkpoint.This episode covers:What a Checkpoint Session is and who it's forWhy high achievers often can't think through big moves with the people closest to themHow the pit crew model applies to business and life decisionsWhat to expect from 90 minutes of private coaching with CarynWhy this is also a low-risk way to experience coaching with Caryn if you've been curious🎯 Ready for your checkpoint? Book at caryngillen.com/checkpoint before July 29th to lock in the founding price.tags: private coaching session, high-performance coaching, business decision making, thought partner, business clarity session

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 entrepreneurship. And they're so relatable! Who here hasn't wondered if anyone else struggles with imposter syndrome, or feels like they're bad at business sometimes?The good news: You're not bad at this; you're probably just new at it, or being too hard on yourself.This conversation digs into why coaches and small business owners tend to be far harsher on themselves in business than they ever were as employees, how to redefine what success actually looks like when you're the one setting the bar, and why internal growth and progress are often reason enough to keep going — even before the external results show up.If your saboteur voice has been loud lately, this one's for you. Send it to a friend who needs to hear it, too!Topics covered:Why imposter syndrome hits differently when you run your own businessReframing the "I should know this by now" storyTying success to internal growth, not just external resultsHow to be the best boss and best employee you've ever had — to yourselfChanging your relationship with what it means to be a business ownerUsing internal listening as a measure of success👥 Want a thought partner and mindset/business coach to be in it with you, or to join this incredible small group, The Advisors Circle? Book a sales call with Caryn here.[⁠https://clients.caryngillen.com/public/appointment-scheduler/6560fa439474035a892b07c7/schedule⁠]Tags: imposter syndrome coaches, coaching business mindset, life coach business tips, group coaching, coaching business podcast

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 client's whim, and why she believes mindset, not strategy, is 80% of what makes a business succeed. Caryn and Melissa dig into: imposter syndromethe courage it takes to make big decisionssetting audacious goals instead of "safe" oneshow to stop fighting for your limitations and start fighting for what's possible-----** 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! **-----To learn more about and connect with Melisa, visit:https://www.melisaliberman.com/Her podcast, Grow Your Independent Consulting Business, is on all major platforms.-----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: business owner mindset, identity shift in business, independent consultants, stop working like an employee, business coaching podcast

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 serving us, not because they're working, but because we've always done them. She shares her favorite "house-clearing" tip for deciding what to keep and what to release and walks through how to spot the difference between things that drain your energy vs. things that grow you (and your business).-----Need clarity on what to quit or accountability in actually doing it? Book a call with Caryn here.[⁠https://clients.caryngillen.com/public/appointment-scheduler/6560fa439474035a892b07c7/schedule⁠]You can also connect with her on Instagram or LinkedIn: @caryngillen-----** If you enjoyed this episode, make sure to hit that subscribe button, share it with a friend, like and/or leave a comment. We appreciate each one! **-----Tags: business coaching podcast, energy management, quitting habits, growth mindset, productivity for solopreneurs

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 systems (so you stop relearning the same lessons about what works for you). Can anyone relate?! 🫠 In this episode, we get into:Why "what are you training for?" is the most important business question you're not askingHow to identify your personal energy rules (social limits, screen time, rest needs)Reframing self-care as performance fuel, not indulgenceBuilding systems so you stop hitting the same walls over and overHow to show up for your clients and your business without burning out-----👥 Need clarity, a "training plan," or accountability? Book a call with Caryn here.[⁠https://clients.caryngillen.com/public/appointment-scheduler/6560fa439474035a892b07c7/schedule⁠]-----** 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! **-----Tags: self-care for business owners, entrepreneur burnout, how to sustain energy in business, coaching business growth strategies