I started doing that on my properties years ago when I had an incident when a mortgage company did not pay my property taxes, even though I was paying through escrow, and I had to make the payment myself and fight to get it back to me later to avoid a tax lien on a property.

We have been successful here in the past here with 7 days cash and no contingencies (and a good reputation of closing).https://www.zillow.com/homedetails/695-Earlham-St-Pasadena-C...

Property management(company). 

.- Manufacturing Companies: The City-Data forum post lists several major manufacturing employers in Cookeville, such as Fleetguard, Ficosa, and Tenneco.

It is no different than a loan company requiring insurance on your house or car.As @Dawn Brenengen said, require that they put you down as additional insured.

I apologize, life happens and I’ve been away from BP for while and honestly don’t have a real big excuse for it besides a lot of life changes and starting a construction company.

If you’re going to try to keep repairing units instead of replacing them maybe switch to an appliance repair company that comes out with the parts? 

I read somewhere that it may be a good idea to buy large multifamily in a decent area (just don't really know what market is decent for this) or buy turnkey properties (I know of a couple reputable sellers that I can invest with).

Based on CT rules, the companies can charge for Uninsured subcontractors.

First, find a title agent/company willing to wrap an FHA loan - it's possible but difficult.