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Ryan Carey on Building BetterOn: Boosting Fortune 1000 Execs’ Authentic Presence, Growing 15% YoY, Staying Bootstrapped—& Why Disc Golf Keeps Him Balanced While Leading a Unique Asynchronous Video Platform. (Episode 689 - Ryan Carey)

Grow A Small Business Podcast

Release Date: 06/29/2025

QFF: Rick Calabrese Co-Founder of Commonwealth M&A on Selling 7 Companies in 2.5 Yrs, Valuing $5M-$100M Businesses, Owner Risks, & Why the Best Clients Are Always on Vacation—Not Running Payroll. (Episode 691 - Rick Calabrese) show art QFF: Rick Calabrese Co-Founder of Commonwealth M&A on Selling 7 Companies in 2.5 Yrs, Valuing $5M-$100M Businesses, Owner Risks, & Why the Best Clients Are Always on Vacation—Not Running Payroll. (Episode 691 - Rick Calabrese)

Grow A Small Business Podcast

QFF: Quick Fire Friday – Your 20-Minute Growth Powerhouse! Welcome to Quick Fire Friday, the Grow A Small Business podcast series that is designed to deliver simple, focused and actionable insights and key takeaways in less than 20 minutes a week. Every Friday, we bring you business owners and experts who share their top strategies for growing yourself, your team and your small business. Get ready for a dose of inspiration, one action you can implement and quotable quotes that will stick with you long after the episode ends! In this episode of Quick Fire Friday, host Rob Cameron speaks...

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Barrie Cohen of BC Public Relations on Building a Women-Led PR Firm from Scratch at 26, Growing to a Global Client Base in Healthcare & Nonprofits, Mastering Storytelling & Learning Hard Hiring Lessons. (Episode 690 - Barrie Cohen) show art Barrie Cohen of BC Public Relations on Building a Women-Led PR Firm from Scratch at 26, Growing to a Global Client Base in Healthcare & Nonprofits, Mastering Storytelling & Learning Hard Hiring Lessons. (Episode 690 - Barrie Cohen)

Grow A Small Business Podcast

In this episode of Grow a Small Business, host Troy Trewin interviews , founder of , about her journey of building a successful Denver-based PR firm. Since its inception in 2017 as a solo venture, the firm has grown into a dynamic team of five women. Initially focused on traditional media, BC Public Relations has diversified into digital platforms such as podcasts and YouTube. Cohen shares insights on the power of storytelling in marketing, navigating the challenges of team management, and fostering strong client relationships. She also discusses self-funding her business, leveraging AI in PR,...

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Ryan Carey on Building BetterOn: Boosting Fortune 1000 Execs’ Authentic Presence, Growing 15% YoY, Staying Bootstrapped—& Why Disc Golf Keeps Him Balanced While Leading a Unique Asynchronous Video Platform. (Episode 689 - Ryan Carey) show art Ryan Carey on Building BetterOn: Boosting Fortune 1000 Execs’ Authentic Presence, Growing 15% YoY, Staying Bootstrapped—& Why Disc Golf Keeps Him Balanced While Leading a Unique Asynchronous Video Platform. (Episode 689 - Ryan Carey)

Grow A Small Business Podcast

In this episode of Grow a Small Business, host Troy Trewin interviews , founder of — a platform that helps leaders enhance their communication skills through asynchronous video. Carey recounts his path from working at YouTube to establishing his own venture in 2019. He underscores the importance of self-care and mental health, sharing how his company has achieved consistent 15% year-over-year growth and now employs seven full-time team members, all without external investment. Carey highlights the power of video in marketing, the ongoing challenge of balancing sales efforts with product...

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QFF: Transforming Chaos into Clarity: Will Samson of WillSamson.com on Coaching C-Suite Leaders, Doubling Revenue Post-Merger & How Rewriting Your Inner Story Can Drive Business Success. (Episode 688 - Will Samson) show art QFF: Transforming Chaos into Clarity: Will Samson of WillSamson.com on Coaching C-Suite Leaders, Doubling Revenue Post-Merger & How Rewriting Your Inner Story Can Drive Business Success. (Episode 688 - Will Samson)

Grow A Small Business Podcast

QFF: Quick Fire Friday – Your 20-Minute Growth Powerhouse! Welcome to Quick Fire Friday, the Grow A Small Business podcast series that is designed to deliver simple, focused and actionable insights and key takeaways in less than 20 minutes a week. Every Friday, we bring you business owners and experts who share their top strategies for growing yourself, your team and your small business. Get ready for a dose of inspiration, one action you can implement and quotable quotes that will stick with you long after the episode ends! In this episode of Quick Fire Friday, host Rob Cameron...

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From Solo PR Consultant to Leading a 36-Person Global Team: Julia Linehan Shares How She Scaled The Digital Voice 6x, Doubled Profits, Embraced Remote Work Early & Built a Business Where People Always Come Before Profits. (Episode 687 - Julia Linehan) show art From Solo PR Consultant to Leading a 36-Person Global Team: Julia Linehan Shares How She Scaled The Digital Voice 6x, Doubled Profits, Embraced Remote Work Early & Built a Business Where People Always Come Before Profits. (Episode 687 - Julia Linehan)

Grow A Small Business Podcast

In this episode of Grow a Small Business, host Troy Trewin interviews , founder of , a UK-based PR and marketing agency specializing in ad tech and martech. Julia shares her journey from a solo consultant to leading a remote team of 36, including 28 full-time equivalents. Over the past six years, she has grown the agency’s revenue sixfold and doubled profits, driven by her people-first approach. Julia discusses the challenges of letting go, the power of consistent company culture, and the value of tools like Trello and Slack. She also highlights the importance of work-life balance and strong...

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Owen Tilbury of Clip Consulting: Shares how he built multiple ventures over 44 years, sold his consulting firm for 15× EBITDA, and now drives community change through storytelling, film, and the Great Regional City Challenge. (Episode 686 - Owen Tilbury) show art Owen Tilbury of Clip Consulting: Shares how he built multiple ventures over 44 years, sold his consulting firm for 15× EBITDA, and now drives community change through storytelling, film, and the Great Regional City Challenge. (Episode 686 - Owen Tilbury)

Grow A Small Business Podcast

In this episode of Grow a Small Business, host Troy Trewin interviews , founder of who shares his remarkable entrepreneurial journey. Owen sold his first venture, a historic Tasmanian restaurant, for 2.45 times more than he paid for it, only three years after launching. He then built a consulting firm from a standing start in 1983, growing it into a systemized operation that sold for nearly $1 million in 2008, all through a 25-year bootstrap journey. Owen also discusses his philosophy on business as a means to a fulfilling life, community-led initiatives, and the power of systemization for...

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QFF: Joey Coleman of Design Symphony shares how his 100-day sabbatical transformed his mindset—offering strategies for small business owners to reset, avoid burnout, and grow with clarity, joy, and lasting success. (Episode 685 - Joey Coleman) show art QFF: Joey Coleman of Design Symphony shares how his 100-day sabbatical transformed his mindset—offering strategies for small business owners to reset, avoid burnout, and grow with clarity, joy, and lasting success. (Episode 685 - Joey Coleman)

Grow A Small Business Podcast

QFF: Quick Fire Friday – Your 20-Minute Growth Powerhouse! Welcome to Quick Fire Friday, the Grow A Small Business podcast series that is designed to deliver simple, focused and actionable insights and key takeaways in less than 20 minutes a week. Every Friday, we bring you business owners and experts who share their top strategies for growing yourself, your team and your small business. Get ready for a dose of inspiration, one action you can implement and quotable quotes that will stick with you long after the episode ends! In this episode of Quick Fire Friday, host Michael Denehey...

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Cathy Yoder of Empowered Cooks: How She Bootstrapped from a Money-Saving Blog to a 7-Figure Empire—Sold 50K+ Cookbooks, Built 3 Businesses, and Raised 8 Kids While Empowering Moms to Work from Home. (Episode 684 - Cathy Yoder) show art Cathy Yoder of Empowered Cooks: How She Bootstrapped from a Money-Saving Blog to a 7-Figure Empire—Sold 50K+ Cookbooks, Built 3 Businesses, and Raised 8 Kids While Empowering Moms to Work from Home. (Episode 684 - Cathy Yoder)

Grow A Small Business Podcast

In this episode of Grow a Small Business, host Troy Trewin interviews , founder of , who shares her inspiring journey from starting a simple blog in 2008 to building a thriving business with seven full-time equivalent team members. Her popular YouTube channel, which focuses on air fryer recipes, has garnered over 752,000 subscribers and has been a key driver of her success. Cathy has sold more than 50,000 cookbooks, achieved over $70,000 in monthly sales, and generates significant revenue from both digital and physical product sales. Throughout the discussion, she highlights the importance of...

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Dean Mathews of On The Clock: How He Bootstrapped from a Kitchen Table Startup to a $10M SaaS Powerhouse with 280K+ Users—Built a People-First Culture and a Self-Sustaining Business That Runs Without Him. (Episode 683 - Dean Mathews) show art Dean Mathews of On The Clock: How He Bootstrapped from a Kitchen Table Startup to a $10M SaaS Powerhouse with 280K+ Users—Built a People-First Culture and a Self-Sustaining Business That Runs Without Him. (Episode 683 - Dean Mathews)

Grow A Small Business Podcast

In this episode of Grow a Small Business, host Troy Trewin interviews , the founder of . Dean shares his evolution from a solo software developer in 2004 to leading a team of 23 professionals, supporting 170,000 to 280,000 active users. Originally launched as a time-tracking app, On The Clock has expanded to include employee scheduling and payroll services, with ambitious goals of reaching $10 million in revenue and one million monthly active users. Dean discusses the critical role of consistency, hiring the right talent, and leveraging tools like Asana for effective project management. He...

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QFF: David Dilger of Edge Legal Returns: How ‘Results with Respect’ and One-on-Ones Help Small Businesses Manage Psychosocial Risk and Reduce Mental Health Injury Costs by 3x—Practical Legal Tips from 30+ Years Experience. (Episode 682 - David Dilge show art QFF: David Dilger of Edge Legal Returns: How ‘Results with Respect’ and One-on-Ones Help Small Businesses Manage Psychosocial Risk and Reduce Mental Health Injury Costs by 3x—Practical Legal Tips from 30+ Years Experience. (Episode 682 - David Dilge

Grow A Small Business Podcast

QFF: Quick Fire Friday – Your 20-Minute Growth Powerhouse! Welcome to Quick Fire Friday, the Grow A Small Business podcast series that is designed to deliver simple, focused and actionable insights and key takeaways in less than 20 minutes a week. Every Friday, we bring you business owners and experts who share their top strategies for growing yourself, your team and your small business. Get ready for a dose of inspiration, one action you can implement and quotable quotes that will stick with you long after the episode ends! In this episode of Quick Fire Friday, host Michael Denehey...

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More Episodes

In this episode of Grow a Small Business, host Troy Trewin interviews Ryan Carey, founder of Better On — a platform that helps leaders enhance their communication skills through asynchronous video. Carey recounts his path from working at YouTube to establishing his own venture in 2019. He underscores the importance of self-care and mental health, sharing how his company has achieved consistent 15% year-over-year growth and now employs seven full-time team members, all without external investment. Carey highlights the power of video in marketing, the ongoing challenge of balancing sales efforts with product development, and the critical roles of trust, exercise, and sound financial management. He also reflects on the value of mentorship and the courage required to navigate the uncertainties of growing a business.

Why would you wait any longer to start living the lifestyle you signed up for? Balance your health, wealth, relationships and business growth. And focus your time and energy and make the most of this year. Let’s get into it by clicking here.

Troy delves into our guest's startup journey, their perception of success, industry reconsideration, and the pivotal stress point during business expansion. They discuss the joys of small business growth, vital entrepreneurial habits, and strategies for team building, encompassing wins, blunders, and invaluable advice.

And a snapshot of the final five Grow A Small Business Questions:

  1. What do you think is the hardest thing in growing a small business?

    Ryan Carey believes the hardest part of growing a small business is facing the unknown — never knowing what tomorrow might bring, how you’ll feel, or what changes could come in the market or industry—which means having the courage to move forward despite constant uncertainty.

  2. What's your favorite business book that has helped you the most?

    Ryan Carey said his favorite business book that has helped him the most is Blue Ocean Strategy, explaining that it opened his eyes to how to approach markets differently.

  3. Are there any great podcasts or online learning resources you'd recommend to help grow a small business?

    Ryan Carey shared that he doesn’t listen to many podcasts, but he did highlight his use of tools like Loom, an asynchronous video recorder, as a valuable resource. While not a traditional learning tool, he uses video heavily to communicate more effectively and save time — something he considers essential for running and growing a small business.

  4. What tool or resource would you recommend to grow a small business?

    Ryan Carey recommended QuickBooks as a key tool to help grow a small business. He stressed the importance of getting your “money house in order,” noting that having clean, organized financials makes running and growing a business much easier.

  5. What advice would you give yourself on day one of starting out in business?

    Ryan Carey said that if he could give himself advice on day one of starting out, it would be: “It’s going to be hard as shit, but it’s going to be so great.”

Book a 20-minute Growth Chat with Troy Trewin to see if you qualify for our upcoming course. Don't miss out on this opportunity to take your small business to new heights!

Enjoyed the podcast? Please leave a review on iTunes or your preferred platform. Your feedback helps more small business owners discover our podcast and embark on their business growth journey.

 


 

Quotable quotes from our special Grow A Small Business podcast guest:

Take care of your body first — it’s the only temple you’ve got — Ryan Carey

Success is helping the most people, making the most money, while hiring the fewest — Ryan Carey

Trust your people, make them feel seen, and you’ll build a culture that lasts — Ryan Carey