I think you’re making it more complicated than it needs to be.

Someone handles lease issues or violations, which are often complicated and with serious legal ramifications...

Currently under contract for a large off-market residential property.Quick details: 4,200+ sqft 12bed / 5bath (2 kitchens) (No a flood zone)(Light - Medium rehab / rent-by-the-room play)My partner has been a PM in this community for 20+ years and is highly confident in this deal (as am I).The current issue is, we aren't confident the property can close with a bank due to a few seller complications.( ^Very long story, but if you want to hear it I will tell you haha)We're looking to over-raise about $335k ($255k purchase and $80k for the rehab).But we (and our contractors) know the rehab portion will come in a bit lower.Can anyone point me in the right direction?

Thanks @Dave FosterTo avoid timing complications, we're thinking he would bring extra funds to replenish the FIRPTA withholding.

My personal return is fairly complicated with Trusts, partnerships, W-2s, and several K1s.

As a postal employee, he has a guaranteed pension, but not a lot of savings -- I know, complications, complications).

The real numbers are more complicated because while we count mortgage payments, the reality is some of that is for interest and the rest is against the principal, so really some is going to you in the long run, but is currently tied up as an expense. 

In most cases, neither is warranted.Warning: I am not an attorney, and this can be a complicated topic.

Real Estate investing is not overly complicated and you can figure it out for yourself if you are motivated. 

Largely we aim for mobile home deals, we've ran into complications and obstacles when dealing with some of the agents so prefer to deal directly with the buyer & seller, but creating a relationship prior as you're recommending could alleviate that for sure.