Why Losing Money Can Be Strategic

Think staying profitable means you’re on the right track? Think again.

Too many founders obsess over budgets and burn—but the real risk isn’t running out of cash. It’s growing too slowly to matter.

In this episode, Yaniv Bernstein is joined by Michiel Boere, CFO of Remote and former CFO of Uber Eats, to demystify startup finance for non-financial founders. Drawing from his experience scaling Uber and managing 50+ audits at Remote, Michiel shares the strategic financial mindset every founder must adopt to succeed.

In this episode, you will:

• Learn why “failing profitably” is often worse than burning cash fast
• Understand unit economics the way a CFO at Uber would
• Discover the difference between forecasting, planning, and budgeting—and when each matters
• Avoid the trap of letting budgets drive bad spending decisions
• Get a practical framework for building simple, high-impact financial models
• See why many founders misuse runway and how to forecast it properly
• Hear why CFOs should embrace risk at the right stage of growth

If you’re a founder who wants to build a high-growth, venture-backable business—and avoid the financial blind spots that kill startups—this episode is essential listening.

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Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

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