Business Your Way

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!

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!

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 measurement

• Building a schedule around when YOU actually work best
• Watching for dread, envy, and drag as signals that something in your business needs to change
• Why selling your service isn't slimy — and how to help clients see the real value of what you do
• How to take a sick day without your whole business falling apart
• Saying your rates and cancellation policy out loud as an act of integrity
• For 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!

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** 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! **

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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 books
Her 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.

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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

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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

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.

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💡 Ready to get clear on what's worth your energy?

Book a fit call or one-off session with Caryn at caryngillen.com/links.

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 them
• The Heroine's Journey framework for nonfiction books
• How to define your book's promise before you write a single word
• The 5 strategy stacks: high-ticket clients, speaking gigs, passive income, partnerships, and thought leadership
• Why you can't write a great business book in your first year, and how to know when you're ready
• Real client results: TED Talks, $10–20K keynotes, and filled group programs from book launches
• How 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

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** 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! **

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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.

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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.

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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 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

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

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** 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! **

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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

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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.

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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-circle

In this episode:

• The 5-step business operating system: See, Decide, Move, Learn, Adjust
• The 5 core areas of every coaching business
• How to assess your business data without self-judgment
• Why "the next best step" beats a perfect long-term plan
• A real client story: from consistent posting to a qualified lead
• Why 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

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 exposure

Plus:

- 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 speak

Takeaway 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 for
• Why high achievers often can't think through big moves with the people closest to them
• How the pit crew model applies to business and life decisions
• What to expect from 90 minutes of private coaching with Caryn
• Why 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