If a VC you’re friendly with passes on investing in you, and you feel sure your company is going to take off, should you tell him he’s being an idiot?
No, the opposite. Be a tiny bit sympathetic. She is in a tough spot.
VCs have very, very specific boxes they like to invest in. At just the right stage. Just this sort of team. This sort of risk — but not that sort of risk. VC is about taking measured risk. Everyone measures that risk differently.
Nothing can be more uncomfortable then having a friend and/or someone you’ve known a long time not understand why you can’t invest, because it doesn’t fit your personal, specific box.
If this VC friend believes in you, it’s just not the right fit for her … don’t alienate her. She can still support you with other investors in other ways, either now. Or later.