Keep an eye on the time value. As that approaches zero, your likelihood of assignment increases a lot. It is linear that probability.
I've got some 210 puts that I'm rolling along. When they are that deep in the money my pattern tends to be rolling a full week prior to expiration AND to roll out a month - typically to that month's monthly expiration rather than one of the weekly expirations. The extra time creates a bit of credit, as well as a bigger time window for the rather large turnaround that will be needed for something that deeply ITM to get back to the money.
Of course that's if you'd rather not buy the stock at that price. Given those are CSP then an entirely reasonable approach is to take assignment when it happens and start selling cc. Just getta get assigned at 220 or above on those calls so that you end up "stuck" with earning the premiums of the extended position, and not losing money on the strike to strike change.