As the senior director fancy title man that you are you personally could offer much more for peoples time.

Call around and talk to a few people I'm pretty sure you will find someone who will make the time for you who can tell you pretty much on the phone if you could qualify and ballpark for how much. 

I've had people tell me not to worry about it and to just do it, and I've had other people say the bank will call the loan due.

Sub to us a bigger deal than most people realize.

Things just require more ongoing expenses percentage wise out of state because you have to pay people to do everything for you and you will have a longer time building relationships with vendors even when getting decent referrals. 

Typically people charging for that service are doing it because they need the money...if you catch my drift. 

Quote from @Theodore Sutton: Check out the site meetup.com and also the events page on BP for meetings up in your area to meet people like this and build relationships.

My current situation is that I always flip with other people’s money.

I am looking for advice from people who have done this in the past.

Mentioning unique perks like 'Game Room,' 'Lake View,' or 'Pet-Friendly' can really draw people in.