Would you hire an investment banker to buy or sell a tech company with valuation less than $100m? Who would you recommend in Silicon Valley?

Would you hire an investment banker to buy or sell a tech company with valuation less than $100m? Who would you recommend in Silicon Valley?

Always hire a banker if you can. Yes, it will seem expensive, especially on a smaller deal. And yes, they almost never will bring a great second offer in with a bona fide, written, better offer. Unless that second offer was already sort of in play anyway. But they do...
How will Spotify’s direct IPO listing disrupt the business model of Wall Street, given that investment bankers have been bypassed and will not be able to earn any fees if future listings follow Spotify?

How will Spotify’s direct IPO listing disrupt the business model of Wall Street, given that investment bankers have been bypassed and will not be able to earn any fees if future listings follow Spotify?

Not yet. Spotify’s direct listing took advantage of 3 factors: They did not need or want the money an IPO brings in. An IPO brings in money, often hundreds of millions or even more to invest. Most companies want the capital, at least as a cushion. The large brand...
What are typical vesting schedules and terms for founders after an acquisition (ie, negotiated by the acquirer) in internet startups?

What are typical vesting schedules and terms for founders after an acquisition (ie, negotiated by the acquirer) in internet startups?

The “post-acquisition” vesting periods have lengthened over the past years. Acquirers these days typically want key founders to stay at least 2 years, and often 3. This can often include “reverse vesting” of shares or other holdbacks that retain a significant amount...
Is Tesla overvalued?

Is Tesla overvalued?

Not if it dominates the automotive market in 2027. Tesla bet early on two trends where it clearly was / is the market leader: Electric. No one else still has a competitive product. Yet. Everyone will catch up here in terms of an 85 kWh+, 300+ mile aspirational...
As an angel investor or VC, how do you feel when you know one of your portfolio CEOs is making angel investments while they are also growing their own company?

As an angel investor or VC, how do you feel when you know one of your portfolio CEOs is making angel investments while they are also growing their own company?

It’s like a sauce or a spice — a little can be good, a lot creates concerns. It’s important for CEOs, especially once you are post-traction, to engage with other CEOs. You can’t be too isolated, especially after the early days. One of the best ways to grow as a...

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