There are multiple red flags in your post.

1) you have a high degree of FOMO (Fear of Missing Out). That is really unhealthy for any kind of investment.
2) you are looking at investments when you should be working (your own admission). You should not be cheating your employer if you should be working.
3) your buying "strategy" looks more like a hope and a prayer, which isn't necessarily a strategy.
4) Being a newb means you should be figuring these things in advance (buy and sell) and not on a whim.
5) you're seeking permission to spend money on an "investment", but those decisions should be made in advance. A healthy relationship will instill trust where money designated for investment is invested wisely. Seeing that permission was sought for $5K implies it was not money designated for investing in the first place.
6) I'd never suggest one try to get an entry point in anything after it has gone vertical. The odds of buying at the top increases dramatically.
7) seeking "investment" advice on something that was created as a joke is a bit amusing as well, but I digress.