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Investors want founders who understand the financial reality of their business. Messy data, misunderstood metrics, or waiting until you’re nearly out of cash to start fundraising can cost founders leverage, valuation, and even a term sheet.
In this episode of Build Mode, host Isabelle Johannessen sits down with Sasha Orloff, founder and CEO of Puzzle and Startup Battlefield alum, to talk about what he’s learned from building companies that have raised more than $1 billion collectively.
Sasha breaks down what investors look for during fundraising, which financial metrics founders should know by heart, and why VCs don’t expect your startup to be perfect — they just expect you to understand its reality. He also shares how he nearly lost a term sheet because his data room wasn’t ready, how fundraising diligence changes as a startup grows, and why getting your financial house in order can help founders raise with more confidence and leverage.
Subscribe to Build Mode on Apple Podcasts, Spotify, or wherever you like to listen. And watch the full videos on YouTube. New episodes of Build Mode drop every Thursday.
Maggie Nye is a Podcast Producer for TechCrunch based in Denver, Colorado. Previously, she worked as the Brand and Content Manager for BUILT BY GIRLS where she developed an interest in tech and a passion for creating equitable and welcoming professional tech spaces. She holds a bachelor’s degree in Journalism with a minor in English from Hofstra University in New York.
You can contact or verify outreach from Maggie by emailing maggie@techcrunch.com.
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