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!

Business Your Way is a business podcast hosted by Caryn Gillen, with 232 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Caryn Gillen hosts Business Your Way, a business show with 232 episodes published.

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  Business Your Way

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

  Aug 26, 20267 min

  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

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  Business Your Way

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

  Aug 19, 202645 min

  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

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  Business Your Way

  223: The Operating System Behind Every Successful Coaching Business

  Aug 12, 202611 min

  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

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  Business Your Way

  Feeling Stuck on a Big Decision?

  Jul 26, 20265 min

  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

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  Business Your Way

  221: The Saboteur Voice in Your Business and How to Stop Listening to It

  Jul 22, 20268 min

  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 business Reframing the "I should know this by now" story Tying success to internal growth, not just external results How to be the best boss and best employee you've ever had — to yourself Changing your relationship with what it means to be a business owner Using 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

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