Douchebag Entrepreneur

Friend on AIM
how many users do u guys have

Jason L  Baptiste

Jason L  Baptiste
how does ur sister look naked? kind of the same type of question.

If you have a job or work for someone, you never ask your friends: YO DUDE, HOW MUCH CASH MONEY DOLLARS DO YOU MAKE DAWG?  It’s just a taboo question and not really any of your business.  As a founder/entrepreneur, there are questions you just don’t ask unless the conversation clearly leads that way or your friend tells you.  It’s usually under the terms of just being Friends .  Here are some of the questions I could think of off the top of my head.  I’m no saint either btw, I’m sure I’ve been guilty of some of these:

  • How many users do you guys have? (Or any other metric that is sensitive)
  • What valuation did you raise money at?
  • So, are you laying people off during this recession?
  • Yo, I swear I’ll sign an NDA if you tell me… (Yeah, fuck you and your NDA).
  • Who was your source about that industry detail/tip off?
  • Is that VC really a douchebag?
  • How much did you sell your company for? (If the company was sold for an undisclosed price)

Those are the questions I can think of right now.  I’m sure there are more.  Add them in the comments and I’ll add them to the list above with attribution.