My goals with the money will be to retire early, travel (I am a Flight Attendant), pay off my parents mortgage, give back to those in need, save money, and be able to do the things I want to do without the burden of constantly worrying about money. 

Who pays the closing costs on these deals? 

I still plan on paying the monthly HOA required payment but I am not intending to pay thousands I had no decision-making power on.

No, you only pay the interest if you pay it back on their schedule.

Was my original thought.Fast forward 5 years and now I had $200,000 in equity between market appreciation and principal pay down.

@Zach Knoll I sure hope you didn't pay for one of those syndication mastermind courses that sells you on the belief you can assemble all of the components and educate a bunch of random's on how to empty their IRA account to fund your deals.

I just let it do its thing and don't pay attention to the glitches in communication, or where the money is going.

The more desperate a person is, the more likely they are to pay this fee.

Here is the scenario, the borrower misses a few payments, but resumes paying on time.

You have to remember that book keeping is relatively easy, so it's not just the book keeping your are paying for; you are paying for a business advisor who will help you systematize financial processes, make strategic financial decisions, and take your business to the next level.