E506: LAUNCH incubator: Gil Penchina (largest AngelList syndicate) & Steve Huffman (reddit, Hipmunk) get down to brass tacks from both sides of the entrepreneur/investor table

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about this episode

The third show from our LAUNCH Incubator series! Over 12 weeks, 7 companies are learning how to make game-changing startups under the guidance of the best in the business. Heading the class today are two special guests, each with phenomenal expertise on both sides of the entrepreneur/investor table. First is Gil Penchina who runs the largest AngelList Syndicate & a multitude of investments. Gil’s brass tacks on financing are as valuable as they are colorful; among many gems, he shares the gory ins and outs of taking angel versus VC money, the (ir)relevance of boards & how best to communicate with them, the importance of showing trend lines & merciless persistence, greatest “wow” pitches & investments, his tendency to overshare, why he would never send a deck as an entrepreneur but requires one as an investor, and why he doesn’t pay any bill until he gets the red letter.  Second is Steve Huffman, Co-founder of reddit and Hipmunk, and an investor, who reveals how the funding landscape for startups has changed over the years, his top tactical challenges today, what he looks for in funders before investing, and much more.

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