Its not worth trying to collect it each month, the time and hassle, for the little amount of difference it will be over a good estimate. 

Has anybody had good experience with renting both an ADU and Main house for either STR or MTR?

Good afternoon, It has been hard to find people who are trustworthy in this industry that are in the RV Park Development and/or Investor side of things.

You could start a maintenance company since good handy people are always hard to find.iTrip Austin

If you have a loan that's not current and in good standing at present, any financing is probably off the table until you cure. 

After doing a lot of research, i believed that investing in real estate from afar (in this case the U.S) would not be a good starting point since i cant visually see anything and put a lot more trust into someone. 

I can't tell from your initial statement if you're talking about one property or two. 2/1's can be good for travel nurses, especially for those who want their own space.

Would it be a good idea to file the claim with the new insurance company for the roof? 

Good luck

If you consistently analyze properties, recognizing a good deal will be much easier when it shows up.