On Grid  $$$$$  Electric, A/C or Fan, small fridge.  

For 2020 forward, the form is actually 1099-NEC.File if you make payments of $600 or more for services, in the course of a trade or business, to independent contractors in any combination of cash, check, e-check, and certain third party payment platforms.Payments to a corporate tax entity -- C or S -- generally do not require a 1099, unless the payment is for legal services.Most rental owners who employ PMs shouldn't be issuing a lot of 1099s. 

2/3 of Detroit is Class C or D, where this wouldn't make sense.Class A areas maybe too expensive.Class B is where it might work, especially if you do on the "edge" of Class A area and can ride the Detroit Recovery wave to turn it into Class A.

Salem Ave is C or D neighborhood

To add to Steven here on #4, don't bet on appreciation in Worcester. 

@Charlie Moore Use a property management company when dealing with C or D list properties.

***Only exception is if an owner has plan & funds to reposition Class D to Class C or higher.https://www.biggerpockets.com/forums/776/topics/960183-what-they-dont-tell-you-about-cheap-rental-properties?

Some people are running numbers on refinancing lower but I wouldn’t bet on it. 

If you knew that a particular horse would win the race... would you place a bet on that horse?

I know appreciation on Oahu is historically strong, but I'm wondering if it's wise to bet on that appreciation while bleeding some cash in the short term.Thanks for all of the help!