If you can get a few roofers (not handymen) out there to assess the situation, they could probably give you some options that would be tailored to your specific roof & circumstances.

Due to current market conditions and unforeseen financial challenges, we havedecided to temporarily suspend distribution payments.

This set of circumstances is very understandable. 

I wish you the best of luck and I'm sorry for the circumstances, but you're in an amazing position most people only ever dream of! 

That is an entirely different thing.A distressed property is a circumstance.Motivation is an emotional response to a circumstance.Tall grass, tons of mailers on the floor—these are circumstances.

They can advise you on your options based on your specific circumstances, including how to proceed if you believe he may be trying to delay repayment or if he is indeed facing bankruptcy.Assess the Situation: If he is experiencing cash flow issues, he may be trying to find a way to resolve them.

Quote from @Mark Dutton: Hey everyone, I’m a novice investor and I’d appreciate some advice or insight on my situation, even though I know everyone’s circumstances are different.I’m currently 27 and will soon have three rental properties along with my primary residence.

Depends on the person and circumstances, I suppose.

But circumstances will change.

I would probably keep it on the sideline until I can pay it in full in case something unforeseen happens.