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Scaling Businesses 10X in 3 Years with Jeff Evenson, USMA ‘90

Feb 8, 2026

“We’re kept from our goals, not by obstacles– we’re kept from our goals by a clear path to a lesser goal.” – Jeff Evenson, USMA ‘90


Jeff Evenson is an experienced business leader and scaling strategist at scaling.com, where he works with founders who are ready to move from early traction to sustained growth. Alongside Blake Erickson and Dr. Benjamin Hardy, he helps entrepreneurs shift from being day-to-day operators to becoming strategic leaders who design companies that scale.

Over the last two decades, Jeff built and exited multiple businesses, including a $3.5M hair salon operation, a manufacturing firm, and a machine shop. He formally entered the coaching space in 2021 and recently joined scaling.com after an introduction from fellow West Point graduate Freddie Kim. Today, his work centers on helping business owners grow with clarity and discipline through three guiding principles: raising frame, raising floor, and sharpening focus.


In this episode of the SABM podcast, Scott chats with Jeff about:

  • From West Point to Multiple Exits: Jeff’s journey through the Army, corporate finance, business ownership, and the lessons learned from exiting companies through divorce and partnership dissolution.

  • The Three Pillars of 10X Growth: How a simple, proven framework turns seemingly impossible goals into achievable ones in three years or less.

  • The Print Shop Case Study: How one business owner went from $850K to a path toward $10M by eliminating sub-$5k clients and acquiring a $3M company with a built-in sales team.

  • Operator to Architect: Why the biggest transformation isn’t in your business model, it’s in who you need to become to lead a 10x company.

  • The Big Vision: Scaling.com’s goal to help 5,000 businesses scale simultaneously in the next two years.


Timestamps:


01:02 Jeff's Journey from West Point to Scaling.com

05:02  Why 10X is Easier Than 2X

09:07 The Three Pillars: Frame, Floor, and Focus

12:34 Case Study: Scaling a Print Shop from $850K to $10M

26:57 Transformation Required, Operator to Architect

34:19 Scaling.com's Vision and How to Get Involved Connect with Jeff:

If you found value in today's episode, don't keep it to yourself—share it with a colleague or friend who could benefit. And if you're a Service Academy graduate ready to elevate your business, we'd love for you to join our community and get started today.

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A special thank you to Jeff for joining me this week. Until next time!

-Scott Mackes, USNA '01


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