Tom Loverro

“A good bridge round at least six months. So I would ask really hard questions about any bridge round that's, you know, measured in weeks or a month or two.”

“At RRE, there was a bridge round we did for what is now a very famous fintech company that got the company to a sale. Ironically, though, in retrospect, that was just a good company. And they should have just raised more money and kept calling. That company wa…”

“If it's a good company, give them a lot of capital, and if it's not, zero. That's probably the right decision framework.”

“I think a lot of firms or a lot of startups are going to be raising later this year. And that usually means like labor day and everybody wants to get in front of that. So my guess is July and August, we start seeing a lot more businesses come to market knowing…”

“In the lead up to the great financial crisis mortgages were going bananas. You had LBOs going bananas. Investors and venture weren't to the same degree. You didn't see companies in the public markets in tech or the privates trading at You know, hundreds of tim…”

“Everybody should have done some sort of markdown in the past 12 months for their venture investments.”

“We did feel a little bit like that in 21, and so we took a disproportionate amount of liquidity in 21.”

“My rule of thumb is you should start raising by 12 months. If you have 12 months of capital left, you're in the red zone. Now, does that mean you need to hit go and speak to every venture firm with exactly 365 days, you know, to go? No. But it means your strat…”

“The marketing spend that you have now is so much more powerful Then the marketing spend you had say during 21. Why? Your competition has pulled back. They're not bidding on keywords. So the CAC is down.”

“10 days is a good deadline. Have a deadline. The only other thing I'd add though, is if you really want people to have maximum conviction, 10 days is like the detailed diligence, but if they understand the business and they have a relationship with you, have t…”

“And so people care about the most recent data points, not the oldest data points. And you got to show them that.”

“Last year, I have to say there was this meme that founders didn't want investors on their board, that governance wasn't important, and that founders just wanted cheap, easy capital, and I'm not sure I ever fully believed it, but I was damn scared that could be…”

“And I think venture is too hierarchical we promote people too slowly, but a lot of the talent and the ideas come from people who are younger in their careers and so I think venture firms need to promote sooner, give mid-level junior people more credit, it'll o…”

“Biggest mistakes in investing are not doing the things that make you a lot of money, because the opportunity cost there so far outweighs anything else. So I feel like my biggest mistake in the last couple years was not investing in an entrepreneur named George…”