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Riding the Elephant

Outsourcing your startup’s early technical development to a dev shop is like riding an elephant in a horseback polo match. You’re on a big beast, but your lack of agility will prevent you from scoring. With the surge in demand for technical co-founders, many startups have no choice but to contract with dev shops to [...]

Kryptonite Angel Round Terms

Here’s a list of the top 5 deal terms that cause harm to startups at the seed financing stage and therefore should be avoided: 5. Control “Control” of a startup can manifest itself in various forms such as equal (or investor-favorable) representation on the board of directors or a requirement of obtaining seed investor approval [...]

Big Boy Expenses for Entrepreneurs

While the stereotypical tech startup entrepreneur is 23 years old, single and has no children, the reality is that many tech startup entrepreneurs are married and/or have children. Don’t avoid “big boy” expenses just because you are bootstrapping. That is, make sure you have (or at least look into obtaining) insurance against life’s big risks [...]

Non-Dilution Rights are Wrong

I hate non-dilution rights and if you are an entrepreneur you should, too. I’m not talking about price-based anti-dilution protection that is typical in an angel or VC round. What I’m referring to is a right given to a particular stockholder so that such stockholder’s equity in the company is not diluted by any future [...]

The $10,000 Sentence

You’re in a startup and everything is scarce including capital. Thus, when you encounter a legal issue (like incorporation) you conduct a cost-benefit analysis of hiring a startup lawyer. I understand the need to ensure you are getting value for the small amount of capital you start with — I did the same thing when [...]

November Rain

Axl Rose began working on November Rain in 1983 — a full 8 years before it was released by Guns N’ Roses. Axl came up with a piano-only version of the song early, but by the time 1991 rolled around November Rain was a full-blown hair metal power ballad. Axl realized that what might have [...]

Why Finders Are Losers

Whenever a startup considers paying a “finder” for successful investor introductions, I have the same type of conversation with the founders that goes something like this: – Startup: “Finder” knows a lot of investors and he’ll introduce us if we pay him [6]% of all capital raised through the introductions. Me: Is “finder” a registered [...]