Ryan Deiss on Building a Business That Doesn’t Need You

Front Row Dads with Jon Vroman

This might be the best business interview I’ve done all year. It’s one every business owner should hear.

In this episode, I sit down with Ryan Deiss—entrepreneur, investor, and founder of DigitalMarketer—who’s launched, scaled, and sold 17+ companies.

He’s not speaking from theory. He’s speaking from experience—and sometimes, scar tissue.

This isn’t just another systems conversation. It’s a full-on playbook for building a business that works without you. For founders who feel trapped in their own company… this one hits hard.

Here’s what you’ll take away:

• Why growth can trap you—and how scale sets you free

• The “sticky note” method to exit roles without burning the business down

• How founders become bottlenecks—and why doing less is a leadership skill

• The scorecard and constraint system Ryan uses to spot bottlenecks before they break your team

• Why hiring great people won’t fix broken systems—and what to do instead

• How to integrate AI to elevate your team’s performance (without replacing them)

• Why the role you’re in now may not be the role your business actually needs

• The question every founder should ask before they scale—or sell: What’s my next job?

Freedom doesn’t come from more hustle. It comes from better systems, clearer roles, and honest leadership.

🎧 Listen to Part 2 with Ryan Deiss now »

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While most dads would say that family matters most, the challenge is they feel guilty knowing their careers get the best of them, and their family seems to get the rest of them.

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