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EP 98: How Andrew Ackerman Scaled DreamIt Ventures & Made 70+ Startup Bets
What really happens when a founder crosses the table to become an investor?
In this episode, Andrew Ackerman, former Managing Director at DreamIt Ventures and author of The Entrepreneur’s Odyssey, joins Jason to discuss what he has learned backing more than 70 startups across ed-tech, prop-tech, and beyond.
Andrew shares how he went from writing angel checks that disappeared to running one of the top accelerators in the U.S. He breaks down what founders get wrong about “value-add” programs, how he built a deal-flow system that attracted over 1,000 startups for just 12 spots, and what…
The skinny
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