I resolved the asymmetry by becoming an angel investor myself, and participating in dozens of deals. When I got to Silicon Valley in 2008 without any capital th

I resolved the asymmetry by becoming an angel investor myself, and participating in dozens of deals. When I got to Silicon Valley in 2008 without any capital that was not possible. It took many years before I could afford sending my first $10K wire. However, if you are just getting going today, things may be different. When I started there was no WeFunder, Republic, or AngelList syndicates. Now, you could plunk $100 into 10 startups on WeFunder, or $1K into 10 syndicates on Angel List, and start to build your own internal dataset on what the investing game is like. That might hone your skills faster for when you are trying to raise capital. Not sure if that would work, but if I was just starting today, that's what I would do. edit: just realizing your question may have been tongue in cheek ;)