I agree it can blur a line, especially if you are in-person managing (I am long distance via property managers, so just a guess).Providing a great place, responding to concerns, making repairs, etc is a win-win for your property and your tenants.

My five year old "tricks" me into laying in bed with him at night; so, I "trick" him by having him read (or listen to my podcasts) if he is going to stay up...it's a win/win. 

I will pay for all services rendered but I need a win. 

When it comes to airbnb arbitrage a lot of your properties may already be furnished which is a huge bonus for those just getting started. 

Easy for them and a huge bonus for me.

I’m 18 in a couple of months and I would love to build a connection and bring us some win-win deals to the table!

So for example 1st mortgage is 500,000 and you win bid on 2nd mortgage, you now own the building with an exisiting mortgage of 500,000.

You may need to call around, but most property managers just want to know how much rent you will be receiving so they can figure out how much they will receive.When we had 6 mobiles on our hands, four vacancies and two existing tenants that were really challenging to collect from, we offered our property manager bonuses to fill vacancies and put the squeeze on existing tenants.

How do I make this a win - win for them and myself to be covered so that I have the ability to sell the house and pay off the mortgage when repairs are completed.Existing Mtg 167,000 - (5.25%)                                                                                                                                                                                                                                                                                                                                  Cash to seller 12,000                                                                                                                                                                                                                                                                                                                                                 repair cost  43,000                                                                                                                                                                                                                                                                                                                                                     ARV 280-300

The house has 4-5 bedrooms (a bonus room upstairs that can be used as an extra bedroom) and two bathrooms, plus I could add an extra half bath.