I had my handyman take a look at it and he said either the motor needs replacing or the digital control unit needs replacing but it's beyond his handy abilities so I don't know how much this would cost me. 

Your estimate sounds about right for something that size.

Theres an old saying: If it sounds too good to be true it usually is. 

Sounds like you and your fiancé are off to a great start by connecting with folks here on Bigger Pockets. 

I think the fundamental question is what are you after...it sounds like long-term stability...and there are a host of underlying factors that contribute.

It may sound nice to pay a 5% management fee but the extra fees can add up to be more than the other company that charges 10% with no add-on fees.

New siding and windows and painting exterior and interior (trying to decide on replacing carpet or removing the carpet for a renter friendly idea), fencing replacing broken garage door and some landscaping. quite alot of hours and Im doing all the work myself which is adding up.

I see the bad areas getting worse before they ever get better.I hope this doesn't sound like a political rant because I don't mean for it to be. 

And it sounds like you serendipitously had gloves on throughout all this --even blood-borne illnesses can't pass to you if their blood stays on the outside of your gloves!

Personally I think CashMoneyDough sounds too hype.