Episode 47: From Executive to Entrepreneur: David Stifter’s Journey to Disrupting PropTech

Episode 47: From Executive to Entrepreneur: David Stifter’s Journey to Disrupting PropTech

April 3, 2026 · 43 min

About this episode

David Stifter shares his journey from executive to entrepreneur, discussing the challenges and solutions in the PropTech space.

What if your company’s entire financial operation relied on the memory of a single employee? In this episode of Funded, Now What?!, host Andrew Lee Miller (@growthexpertz) sits down with David Stifter, founder of PredictAP. David spent a year searching for a tech solution to handle the 500,000+ invoices he managed at a massive private equity fund. When he couldn't find one, he left his executive role to build it himself. What You’ll Learn in This Episode: The Complexity of Real Estate: Why paying a utility bill for a $100 million office building is 100x harder than buying a coffee. Strategic Fundraising: How PredictAP moved from "Friends and Family" to institutional backing from groups like RET Ventures and Wise Ventures. Relationship-Led Growth: The secret to getting a CFO to give you their "guinea pig" data for a beta test. The "Feedback Loop": Why keeping a "person in the loop" is the only way to prevent AI from "hallucinating" on your financial records. Featured Guest: David Stifter David is the founder and CEO of PredictAP. With over two decades of experience in real estate accounting and the "Yardi" ecosystem, he is a problem-solver who turned a back-office nightmare into a…

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