Once converted to a rental, repairs and improvements may qualify as deductible expenses, but pre-conversion repairs typically do not.

Twenty of the the homes were BRRRR and two were full conversions from single-family to assisted living. 

The first conversation that needs to be had is with the contractor to figure out why the previous agreement is not being honored. 

Fractional TICs give owners the financial independence that has been associated with condos, without the need to wait for a condo conversion, a process which can take anywhere from 2 to 10 years depending on the specific requirements for the subject property.

But THANK you for you information and hope to continue the conversation.  

Cash for keys is probably not effective since they don't have anywhere to go [most LL are not likely to rent to them] however, I plan to have that conversation and offer any assistance with moving.Thanks again

and it ended in a circular conversation to nowhere.

But I just want to start the conversation so we can negotiate the terms so it's beneficial for both parties.

Home insurance would cover anything on premise, but as @Jonathan Bock stated, it's usually for significant damage.This might be something you would tackle on your own, but worth to have a conversation with your provider first to see what they have to say.

This conversion will begin at the end of the month.I am just sharing the above to give context to my level of experience with this type of investment.I look forward to hearing from you all.