It's a nice theory. But in this case, the only reason I need the money "now", is because I've invested them in the first place and they have grown 10x in 2 years.
If that is the case, why do you need the money? I don't get it. Is it really just burning a hole in your investing account?
I've actually contemplated selling some of my holding, but not seriously. If Tesla was doing solar where I live and I couldn't get a loan (likely) then I
might consider selling some to get it. I'm still undecided on how I'll swing the cybertruck, but I may have to sell some shares for it as well. Will just have to see if I can get another loan when the time comes. Even a poor interest rate is going to be less than the stock appreciation.
When I first started buying I was pretty aggressive considering my financial situation and talked my wife into some of it as "just for now, we can sell it once the stock goes up" some nonsense like if it doubled we could sell half and the left over would be "free shares". That was late 2018 and around $300/share and I still haven't sold a single share. At this point it wouldn't be short term capital gains tax, but even without selling shares my situation has changed and I might actually owe taxes next year so I'm still holding off and, at this point, I expect to keep holding off until I hit mandatory withdrawals from the IRA or $TSLA hits
at least $7000/share (pre-split). At $10k/share I could even consider retiring. (Those numbers go up with inflation, but down with continued stock purchases, so for pure speculation purposes I consider it a wash.)