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By: Anonymous

Anonymous — Tue, 11 Mar 2014 19:30:16 +0000

OP here: let’s just say I don’t have a lot of experience asking women out. 😉

VC, many thanks for your insights. I like this approach a lot–fits with my personality. I like the idea of leaving a polite “out” for the investor that preserves the relationships. So much of what we do in our networks is “not now;” so it’s important to keep those connections going in the most respectful way. Really appreciate it. I have been given signals like “call me when you have x customers” and that’s totally fine. As a first time founder I expect to be proving myself a bit, even to people who know me, because when it comes to money, the stakes are higher.

By: Anonymous

Anonymous — Sun, 09 Mar 2014 05:33:18 +0000

(I’m a VC.)

After giving your pitch, ask for feedback. If the feedback is negative or there’s a lot of (constructive) criticism, thank the investor and go home to think about whether the feedback is valid and how you can incorporate it into your product and pitch. If the feedback is mostly positive, you can say something like, “I’m starting to fundraise, and I’m not sure if this investment fits your focus. If it does, and this is something you’re interested in, I’d love to know what a good next step would be.” If the investor doesn’t like it, they’ll probably say “sorry, this isn’t the kind of thing I invest in.” If they like your pitch, they’ll tell you the next step.

Actually, you can ask anyone for next steps. Even if someone doesn’t love your pitch, they might give you a concrete next step, like “let’s talk again when you have 5 pilot customers” or “let’s talk when you have a lead investor.”

By: Anonymous

Anonymous — Sat, 08 Mar 2014 11:06:36 +0000

With confidence

By: Anonymous

Anonymous — Fri, 07 Mar 2014 11:29:47 +0000

I’ve found with angels a lot of it has to do with how much they like you and how highly they think of you. I’ve had cases where investors have offered to invest right after I asked them for advice even though I never brought up the subject of an investment.

The classic way to broach the subject is to ask them if they think your company is ready for investment. Or what you should do to go about fundraising. That way it lets them know you’re looking without putting them on the spot.