Suppose someone sold 500,000 at .08 today. $40,000 tax

Suppose someone sold 500,000 at .08 today.
$40,000
tax owed 12,000

28,000 kept

Buy back in at .06
gives you 466,666 shares.

Buy back in at .05
gives you 560,000 shares.

Lot of work to pay that much tax and either lose shares or gain a handful.
What if news drops before you buy back in? Ooops!