>But if asking her out isn't worth more to you than your job is, then leave things professional.
Quit your job just to ask a woman out?
Asking a woman out you recently met isn't sexual harassment.
Some advice to your specific example:
1. Don't do it during demo day. She's a founder, and that's her time to meet with investors.
2. If you are planning on investing in her company- potential conflict of interest. Don't get involved personally.
3. If you don't have any desire to invest in her company-don't mislead your intentions. If you follow up and ask her out, don't be ambiguous with a coffee/lunch meeting that could be construed as business related. Do something that is clearly a date-like activity.
4. Don't use your influence/position for personal advantage.
Yes I'm going to generalize here, but no woman, even if she isn't interested, is going to be upset if you asked her out, if you do so at the appropriate time, appropriate place, and in a respectful way.
Quit your job just to ask a woman out?
Asking a woman out you recently met isn't sexual harassment.
Some advice to your specific example:
1. Don't do it during demo day. She's a founder, and that's her time to meet with investors.
2. If you are planning on investing in her company- potential conflict of interest. Don't get involved personally.
3. If you don't have any desire to invest in her company-don't mislead your intentions. If you follow up and ask her out, don't be ambiguous with a coffee/lunch meeting that could be construed as business related. Do something that is clearly a date-like activity.
4. Don't use your influence/position for personal advantage.
Yes I'm going to generalize here, but no woman, even if she isn't interested, is going to be upset if you asked her out, if you do so at the appropriate time, appropriate place, and in a respectful way.