if you already sent him some money and he now wants more then I can tell you that you have run into a fake lender scammer.. on line profiles mean diddly squat.U can play the private lender game all you want.. just never ever send them any advance fee's unless you pay for a 3rd party appraisal directly to the appraiser..

Any more and then I'd have to get creative. 

If you have trusted family members, and they are willing, of course, then yes, they can be your boots on the ground. 

As discussed, have an agent give you a free valuation and then determine your capital gain.  

You may have success with Multifamily DSCR Loans for 5-10 units - then really once you are at 11+ its going to be a whole additional/different set of lenders - commercial mortgage brokers probably your best search/bet if its significantly above 6 units in your buy box

I see young potential house-hackers here in Colorado Springs and Denver that are all excited and then get wrapped up in a gf/bf, in their job, in going out.

Each time, we have to start from scratch with the support agents, making them verbatim read our messages with the guest, previous conversations with Airbnb support staff, and then Airbnb's review policy.What can cause a review to get reinstated like this?

If there is a deal out there that makes sense then I would not hold back from pulling the trigger, but I would say I would not "force" a deal.

I sourced the vacant lots, got them permitted, got the financing lined up, built them as the GC, then my wife leases them up and property manages.

There you will be asked your criteria and then after answering a few questions you will be matched with 3-5 agents or loan officers in your area.