You were scared and probably had analysis paralysis, but your post is half acceptance of your own failure and half blaming the market.

@Nicholas A. your shotgun approach has a high probability of getting the exact quality you put into it.95%+ of real estate agent, many of them posting they are "investor-friendly", only know how to deal with owner-occupied transactions. 

The water tank cleaning and descaling will need to be scheduled somewhat regularly but probably not between every set of guests.

Mom’s estate plan should probably address this separately from you. 

While you’ll probably be able to eventually prove you’ve been living there.

But, if it's a partnership with another investor, you probably needed it anyway.

Dont know where to start any suggestions will be great thank you For the 300k property they are probably not going to let you pull any money out based on the amount of credit you already owe.

When a home has big maintenance needs, it probably has a lot of little maintenance needs.

BRRRR I guess I would be looking probably for 1980 or maybe 1970 and before built properties and that will probably help narrow the search. 

It's probably best to have them pay out of pocket for a smaller cost like this.