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How To Pick Your Next Startup

Are you ready to pick your next startup? It’s probably a good idea to take some healthy risks; It’s also pretty silly to go “all in” on an unproven product. Avoid hitting the “Go” button and working 12 hour days for the tinyCo that can’t find product/market fit and does not deserve you. You may want to look at companies who’ve made it past their Series B. 

You probably want to avoid the companies that just got acquired, went public or raised their series D too. All the careers got made already. The legends are already in the books. They stormed most or all the beaches and the big relationships already exist. The mafiosi closed the book already and your name wasn’t in it. Might as well take an Oracle job.

When you sell for startups, picking a winner is your first order of business. Here are the questions I ask myself before changing companies.

  1. Do I want to follow someone who went to work there? 
  2. Do I have a trusted third party who can introduce me? 
  3. Do their leaders put a ding in the universe
  4. Do they make something people want
  5. Do they do something that matters?
  6. Do I fit in with these people
  7. Do they disrespect or do they understand sales?
  8. Do they aim to dominate their market?
  9. Do they hire lots of engineers
  10. If I sign an NDA and ask to see the investor pitch, what happens?

Most of this should be pretty self explanatory. 

If they won’t share pitch details with you - or if they suck - run. Fast. 

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