Monthly puts vs 2 year puts.

The math that ends the argument.
Market gets cheap.
I sell one 2 year put. Collect $20,000.
You sell monthly puts on the same company.
$1,000 per month average.
To match my $20,000 you need to hit 20 trades in a row.
But here is the problem.
As the market recovers from the dip each monthly put becomes less compelling.
Less undervalued. Less premium. Less margin of safety.
You are forcing trades as the opportunity shrinks.
Meanwhile I deployed $20k at peak fear.
Took that premium. Bought LEAPS.
Bought shares.
Done.
One trade at the right time beats 20 trades at the wrong time.
Portfolio secured put wins again.