I have not seen a significant difference in this area between section 8 and non-section 8 tenants, personally. 

When I partnered with friends on a multi-unit property a few years ago, we chose individual umbrella polcies from our personal providers.

I would love to learn from an experienced person like you as I want to grow my financial security.

I would say the same for employees who need say a second advance on their wages (we allow one).I am willing to make a personal loan if an employee really needs it and you could consider doing it that way with a tenant in need.

Personally as long as the building didn’t flood I wouldn’t care.

My expertise is deal analysis, buy and hole strategy (creative financing) and personal finance. 

Until you see the property in person the numbers are completely meaningless unless you have a working relationship with that listing broker for years.

Either way if you personally guaranteed the note, yes it will affect your personal credit no matter who the property is titled to.

Since then, I've documented the process as a Boutique Hotel investor and have a deep commitment to sharing my knowledge around Boutique Hotel Investing with others who are looking for a path to financial freedom, and Boutique Hotels is the best path to get there in my personal opinion.

Personally, and what I would do for my clients, I would connect with a local community banker to discuss the property and see if their bank would entertain this type of financing (not all banks like doing this type of deal).