If the saying “ fortune favors the bold” and all the sayings and videos online about how one should being courageous to not live in regret later on in life, then how would one navigate them being courageous and then ultimately falling FLAT on your face after being rejected or denied. Wouldn’t that just ultimately lead one to being regretful that they even attempted a move.

How do I also get over the fact that I wasn’t courageous or bold and now live in a big fucking state of mind and pessimism and sadness due to that. Due to the fact that I feel like I’m going to remember it later down the line and hate how I didn’t make a move on someone who I truly desired.