Nate Littlewood: The Financial Math of Scaling Without Losing Your Soul

Are you working harder than ever, hitting seven figures in revenue, yet finding your bank account stubbornly empty?

For many visionary entrepreneurs, success feels like navigating through a dense fog where the harder you push, the more you drift. If you’ve ever felt like your financial math is fundamentally broken—or if you’re tired of “cookie-cutter” systems that don’t respect your creative genius—this conversation is for you.

In this episode, we sit down with Nate Littlewood, a fractional CFO who specializes in helping e-commerce and consumer product founders move from financial denial to total enlightenment.

Nate doesn’t just talk about spreadsheets; he treats financials as a strategic ally for growth, helping you decide which “shiny objects” to pursue and which ones are actually bottlenecks holding you back.

What we explore in this session:

  • The “Where’s the Funds?” Reality: Why high revenue doesn’t always equal high profit and how to find where your cash is leaking.
  • Moving Beyond Denial: The four phases every founder goes through regarding their numbers—and how to reach the stage where your data gives you confidence instead of overwhelm.
  • The Bottleneck Analysis: A simple framework to filter 30 “great ideas” down to the two or three that will actually 4x your impact.
  • Cash as Oxygen: Why profitable businesses go bankrupt and how to manage your lifeblood during seasonal shifts.
  • The ROI of Your Time: How to align your projects with your team’s actual skills so you stop kicking “30-pound bowling balls.”

Stop sailing blind. It’s time to stop fighting the fog and start navigating it with a steady compass.

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