Regardless of what you plan to use it for, the goal should always be to raise money right before you need it. You don't want to get into a situation where you need cash and you're unable to raise it - or you're unable to raise it on favorable terms. As with any negotiation, you want to raise from a position of strength.
At Warby Parker, we ask ourselves a number of questions when deciding whether or not to partner up with a designer, or a nonprofit or brand. Is the potential collaboration new? Is it unexpected? Will it result in something worth talking about over dinner? Will it do good? Will it introduce us to a new audience?
Rather than ignore those who choose to publish their opinions without actually talking to me, I am happy to dispel any rumors or misconceptions and am quite proud to say that I am a very content gay man living my life to the fullest and feel most fortunate to be working with wonderful people in the business I love.
It's like, the more you commit, the happier the animators are; if you're at all iffy and concerned, then it doesn't free them up to do as much fun stuff, so you have to just go for it and, again, trust the people around you and not be seemingly guarded and numb. Throw caution to the wind a bit.