If your contract states that a certain outcome is expected,  such as house trim painted (rather than house trim will be painted with a horse hair brush with two  coats of paint with brush strokes in both horizontal and vertical direction)  and a general time schedule, such as completed by a certain date (rather than will work 8 am to 3 pm Mon through Fri) then you have a better chance of saying the person is a contractor or independent business rather than an employee.Think of how you deal with a plumber--The toilet is clogged. 

When you said "investigate the property" what were you referring to (in broad strokes)?

I have never met the owner, renter does not have a good relationship due to landlord neglect/disinterest. fwiw - Landlord had a stroke about a year ago and has family in the area (son stopped by after Irma damage). consistent yellow letters?

Do you have the time, knowledge, team and inclination to go out, kill something, drag it home and prepare it OR would you rather stroke a check and go to a restaurant? 

If you didn't own this house, but had the money from that house invested in something else earning $24k annually ($2k/month), would you then feel comfortable stroking them a check for $10k annually for charitable purposes? 

@Chris Strokes with the home value increases most of the TK providers in Charolette have gone away.  

So over the years i have been pondering real estate( at first because my grandad owned 15 houses) so this past year i have dove deep into learning what i can... the other day i asked my grandma if i could possibly take a rent house off their hands (grandad had a stroke).

You can hire the greatest PM in the world (if that's what you are implying as you spend your time doing what you like) and you can stroke the big checks while you're there.  

-with the personal & inspection items and pest stuff after you hammer out some broad stroke concepts in the LOI.  

I figure, unless you have 1 guy, who is all in with you for 100 years, stroking all of your equity checks at the acquisition, it is important to know when and how the capital will flow out...My investors ask me first - how much will I make?