ZERO, ZERO, ZERO
Your problem is in your point 1, "you may have to sell other assets" . By holding them now you do not want to sell them. Why sell them by force latter ???
Chances are:
The whole market crashes, you get your new assigned goods by selling discounted holdings you may not want to sell at the level they are now at.
Or the market is rallying and your put tanks because of some fumble by the underlying company, and you get to sell "good" holdings out of the rally to put good money in a stock you know "may not want to own".
These ideas look good on paper but never seem to work out when it hits the fan.
All this is relqtively easy to stress test.
You own 1m of MSFT shares.
Write naked puts with face value of 900,000.
Liquidate your MSFT shares drop 10 percent.