I continued paying what I had paid before, with the additional money purely going to principal.The recast to a lower amount was purely to reduce my committed monthly payment to a point that I could get my property to cash flow if I had to move out (job loss, etc).

Here they all start with "Are you aware of any XYC.." and none of them are asking about previous repairs or issues.I understand that you are concerned, but honestly, if the water damage was resolved, the soaked parts replaced, why would it matter any longer? 

Disallowed losses under wash sale rules increase the cost basis of replacement securities, potentially reducing future taxable gains.This post does not create a CPA-Client relationship.

I did minor improvements to both of those, but unfortunately had to replace the roof on each (Flat roofs suck, lesson learned).

Just had my right hip replaced.  

Agree that we should not be spending a lot on renovations or repairs, but almost everything needed replacements/updates after we turned over the original tenants.

For example, if you are buying in an area that is in are 1980s and above, you might run into a roof that is tile and the paper under the tile needs to be replaced the day you close.

It will not replace humans in any shape or form, opendoor tried it, listing spark tried it, they are the two worst companies to deal with. 

This will lead to many of the professionals in the same industries who already are not doing that well to fall out of competition and hence be "replaced'.

Do you know if a roof that was replaced due to an insurance payout can be added to the basis?