OK, there are two reasons not to do this.
1. You're in the US. Short term trading like this converts long-term capital gains (taxed at 0%, 15%, or 20% depending on your tax bracket) to short-term capital gains (effectively taxed at 15% to 43.4%+ depending on your tax bracket). Including state taxes in NY, the top short-term bracket can be around 50%, while the top long-term bracket is more like 25%. In addition, short-term trading means you pay tax now rather than years and years in the future. That's stupid. Buy and hold gives you better tax treatment.
I had a share of TSLA purchased at $180.
If I hold it until it goes long-term and then sell it at $380, I *eventually* get a $200 profit, pay $50 in taxes, and realize a net of $150.
If I sell it at $380 while it's short-term, and then buy back at $320, and later sell again at $380 (while it's still short-term), then
-- today I get a $200 profit, but pay $100 in taxes now, for a net of $100
-- later I get a $60 profit but pay $30 in taxes for a net of $30
So I'm down $30 versus buy-and-hold, and in addition, I have to pay $100 now rather than years later (I could invest that $100 and make money off it).
2. Market timing is hard. If you sell and the stock never dips, you just lost the long-term appreciation. There's a story someone told here of a friend who sold his TSLA at $35 just before the big runup. Ouch.
Those options are *unqualified*, so all your stock holding periods are short-term.
Short term capital gains. If the stock isn't taken away, still short-term capital gains.
The option prices are high due to high expected volatility (puts are high-priced too).
You have to figure out whether the loss of long-term-capital-gains treatment and the loss of deferred taxation is outweighed by the option premiums. For me, it wasn't, which is why I sell puts against cash but I don't sell calls against the stock.