The Business Game

False Security: Why a Day Job Is Riskier Than Entrepreneurship | Ryan Page

Hello

Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.

0:00 | 48:53

Send us Fan Mail

On today's episode of The Business Game, we're sitting down with Ryan Page, founder of Backpocket CPA, where he helps digital marketing agencies build financial operating systems that replace gut decisions with data and margin-driven strategy.

After graduating with a background in Big Four accounting and Fortune 500 finance, Ryan felt the work had no real impact. Sitting in a cube arriving and leaving in the dark, questioning whether this was the life he wanted. It wasn't until his son was born that he finally went all in, trading the false security of corporate life for the calculated risk of entrepreneurship. Today, he helps six and seven-figure agencies understand not just how much they make, but how much they actually keep.

Let's dive in,
with Ryan Page:

  • Why leaving Big Four accounting was the best decision he never planned for
  • The "financial intimidation gap", why agency owners freeze at their own books
  • How a 30-40% gross margin is silently killing most service businesses
  • Why top-line revenue is a vanity metric founders need to stop chasing
  • What happened when he fired his biggest client and his second-biggest paused the same week
  • How becoming a father forced him to stop half-going for his goals
  • Building a global team across five countries while staying bootstrapped
  • The 90-day system to get any agency's financial house in order
  • Why firing fast is the hardest muscle to build and the most important one
  • What true success looks like when you define winning on your own terms

If you're a founder, agency owner, or entrepreneur who's proud of revenue but nervous about margins, this episode is packed with practical lessons on financial systems, gross margin, concentration risk, delegation, hiring, and building a business that creates freedom instead of financial anxiety.

Connect with Ryan Page:
LinkedIn: https://www.linkedin.com/in/ryanapage/
Backpocket CPA: https://backpocketcpas.com/

Support the show

Thank you for listening to The Business Game, where real founders break down the real levels of business.

Whether you're building at Level 1 ($0–$1M) or scaling through Level 6 and beyond, this show is designed to help you understand exactly where you are, and what it takes to level up.

If you enjoyed this episode, please subscribe, follow and leave a review. It helps more founders find the roadmap.

For full episodes, level breakdowns and behind-the-scenes content, follow us on YouTube, TikTok, LinkedIn, Facebook and Instagram.

Want to identify your level or learn more about The Business Game framework?
Visit www.thebusinessgamegroup.com

It's time to Level Up!

We’ll see you at the next level. 

People on this episode