He is familiar with rentals in the area and has helped us quite a lot over the past 10-12 years, arranging our wedding and always been very helpful, he's a super nice guy and has been like a 2nd father to us.He offered to be a cosigner but after talking to my mortgage broker, she warned about having a non-family member fill this role. 

Can't speak for Natalie, but we might have to renegotiate this arrangement :)  PS.

We worked out an arrangement where she and I split the cost and she has stayed there since (3 more years of steady rent).

What bad things can happen if the mortgage holder gets upset with this arrangement?

That money should transfer at the closing, unless your attorney has some other arrangement setup.

Typically, my PM will gather all the tenant contact info and go make arrangements, etc.

Get your flight arranged for Monday morning.

I am a school Principal looking to make money work harder and plan to arrange my finances to BRRRR single family homes to begin my journey.

The fund is for holding costs, the rehab and all the miscellaneous things that come up in a flip.So here is how the funding works, He put me in contact with one of his partners who his company uses and they help start up business (such as flippers) get funded through unsecured lines of credits.These people are consultants who arrange financing on your behalf and they find you different financing options by presenting your information to different companies to submit for loan requests, Loc’s, and Credit cards.

He wasn't happy about having his move in delayed a few hours while he arranged the transfer.Sounds like poor communication on the part of the property manager.