You seem to have a lot of competition in your field, but you keep plugging along.I've bought numerous homes on the private market, and I wouldn't have it any other way.

If you're applying for a Conventional/FHA/VA/ or USDA loan, then they will do a "global cash flow" where they take into account your PITI (Principal + Interest + Taxes + Insurance (hazard and flood) on all properties (second mortgages included), HOA payments, car payments, student loan payments, credit card payments, and installment loan payments in the numerator and your gross income in the denominator.

I"m amazed that has worked but keeping control of the money is a sound business practice for a variety of reasons.

There are too many varieties to be relaying on advice from people who haven't seen it and it's not their area of expertise.

I keep hearing how people are cost segregating, but I have pushed my accountant numerous times on this and he just saying that if we did the cost seg, all of that depreciation would just go into a reserve that would then be applied when we sell the home. 

It seems that your association property manager is lacking.Normally what a CAM (community association manager) does (and there is some variety to di depending on the agreed role) is run the day to day affairs for the board while the board makes decision on reserves and budgets, choosing a vendor after getting several bids, etc... 

But it could be numerous reasons...

No question a sub 2 failure opens a big can of worms and can lead to all sorts of issues of the legal variety.. you start missing payments and your sellers credit gets trashed you are going to have issues. 

This past year there have been numerous disagreements, arguments, difference of thinking, etc which drove us to wanting out.

I've bought numerous properties with none of my own money - but you have to work to find these deals and make a lot of offers, and hear a lot of no's.