Hi @Kyle Carter local PM here should you need any connections with contractors, lenders, agents etc. 

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Its great that the seller is will to carry a note in a seller 2nd as well, that will help reduce your require monthly payment with the right lenders.

@Jerry Chilimidos,Here is a list of lenders who specialize in lending to IRAs and 401Ks:https://www.biggerpockets.com/member-blogs/2810/50272-list-o...I don't know where your rentals are located and how they are performing but selling might be an option vs doing cash-out refi.I would certainly consider option C.

Once you move to Chicago, look for similar groups—Chicago has a vibrant real estate community.Building a Team: Since you’re new, connecting with a knowledgeable real estate agent, lender, and property manager in your target area is critical.

wild. 8. if you dont want to close in an LLC, you can still close in your personal name. 9. there are lenders with competitive rates if long term rents are greater than 1.1 of debt on the property (PITIA). however, there are also lenders who will allow you to do 80% cash out refinances with DSCR if DSCR ratio is 1.0. there are lenders that allow you to buy real estate at 20% down EVEN IF DSCR ratio is only 0.8. which means the rents are less than the debt on the property.

Luckily the property hasn’t gone down in value so the lender lists it for $400k and gets it.

I may be able to replace Repuso for reviews so it may net out as equal dollars spent and solves for my number one complaint which is syncing pricing across all platforms (with added rules).  

Connect with a lender/agent locally to get a feel for the area/what you can qualify.

There are plenty of video reviews and Bigger Pockets comments on his website if you scroll to the bottom.