If we didn't have a line item for the 36k then IRS would flag our return because we have a 36k 1099 that is not being reported.side note:  I have about 25 properties managed by 4 property managers.

So things that are a red flag for me may be fine for someone more aggressive.

Are you aware of any pitfalls or "red flags" an investor should be aware of that might prevent qualifying for a conventional in this scenario?

Things like a "non-refundable deposit" and a "minimum amount of available capital" will be the new norm when we consider who to work with.You see mates, unlike the many other companies that parade their flag and say, "We sell thousands of properties to hundreds of investors", we like to say, "Unless we feel that we can truly help you, we don't want to work with you."

With all of the changes in Florida Insurance, I am looking for some guidance on who to use and who to avoid for new policy coverage.  Property is located in Okeechobee County. I would appreciate hearing from Real Esta...

Since my whole reason for this deep dive into real estate accounting software was to get AWAY from quickbooks, that raises some red flags for me about the way the product handles accounting.

That was a serious red flag. 

If you're doing a HELOC for a downpayment that is essentially a red flag - 75k is a sizable downpayment as well.

I’ve since seen many red flags that things are not as they should be.

@Greg Pond I certainly am no expert in purchasing a PM, but I do pick out red flags easy and with your numbers you provided on 40 doors, that means those 40 doors are renting for 200-250 per month roughly?