"Taking a term sheet at too high a valuation means that you have to earn that valuation at the next round or you risk a flat round or a down round at the next round, which can harm morale, dilute shares, it can affect your momentum."

"The best VCs in my opinion... are like Conseglieri, we're lieutenants. We're there to be strategic sound boards, to open our networks, to be a second opinion, to support on hiring. And that support is real if you pick the right partners."

"When you speak to too few VCs, it makes it hard to generate that sense of momentum. And when you get one term sheet, if you play the end game with too few in the funnel... you lose your leverage to negotiate on round size, valuation, other terms as well."

"Having really good answers to the VC questions as they go from click zero down to click five... at some point what breaks you out of that cycle ultimately is the founders. It's like, I trust that they're gonna be able to answer these next set of questions very well."

"There are two ways that startups can fail. One, they run out of money or two, the band breaks up. The co-founders break up and the dream dies."