Unlike a conventional and FHA loan, there are no strict guidelines for private money.

My only fear is making the jump with no employment set in place.

However, based on new IRS audits, we recommend LLCs even with no tax benefit.

Hey there @Javian Moorman - Did you ever end up finding a quality and cost-effective countertop contractor in Chicago?

Box A is direct lender charges, box B are things the lender is making you get that you cannot shop for (for instance, the appraisal or credit report), and box C is closing costs that you can shop/control- Lenders can move things around between boxes A and B to change the way costs appear.

It's great that you have some prior experience overseeing STRs for Airbnb, but to be completely honest with you, being a property manager is by no means an entry-level position and requires a wide variety of experience to do.

There are ways to conduct a one-time restoration of benefits, or to restore benefits, but those require you to refinance the existing mortgage into a conventional loan, or no longer own the home, so they probably aren't worth it with your current scenario. 

@Kaleb DeCook depends on supply & demand!

BONUS *Buyer's agents usually do not cost you a dollar!

Since values have still remained strong people are still cashing out further decreasing supply.