I was assigned overnight on the in the money Oct 20 65 puts. Instead of holding the stock and selling calls I decided to close it out and reinitiated the 65 puts in November:
Sold $SHOP @ 52.15 (12.85) loss
Expiration of 10/20 65 puts = +3.03
Net loss per contract: (9.82)
Total premium previously collected on this position: 6.34, so I’m negative now 3.48 per contract.

Sold Nov 17 65 puts @ 13.25
Looking at the double bottom on the daily chart I’m willing to stay bullish here. If the lows don’t hold and the stock falls below 50.50 I will exit the position without another roll.