Ultimately, you need to monitor loss to lease, which means keeping up with where rents are.

Just food for thought. ;-) 

These records include the names, addresses, contributions, and shares of profits and losses of each member, the names and addresses of managers, and certain tax returns.

It's usually more tailored for rental properties, covering things like loss of rental income and liability.

This is caused by the tenant and she should be charged for it.Mold requires to things: water and a food source (usually dust).

If you have a loss (think slip and fall lawsuit) on one of your SFRs now, it is fairly easy to have a verdict that spills over into one of your 99 other properties.

I also highly doubt loss of use is something covered in a tenant policy - that is YOUR responsibility to get coverage for.

Either I rent it and self manage to recoup some of the past loss and start making money right away with the possibility of tenants trashing it or sell and lose more money on realtor commission and closing cost or find a cash buyer at the right price?

If you are losing money on the rental then you might be able to deduct the loss against employment income, but that's not really a tax benefit. 

Insurance premium is supposed to be less because risk of total loss is lower4.