The place I am planning on marketing to is primarily owner occupied, as the town is currently catching up in appreciation compared to the rest of the area.

I'm looking to confirm that CAP RATES for a town.

Hey Adam, I am a Cleveland investor and I will be in town Oct 7-14.

Overall the property is in a good location for commuting, would make a great starter home for the price-point, and a similar spec home sold very recently in the same town rather quickly.

It’s located in my home town, and it truly is move in ready, the homeowner has lived there for 25 years and VERY meticulous about fixing or repairing anything that needs done and she has kept an extensive journal of anything that has EVER been done.

Often banks in smaller towns aren't going to be as competitive as we have to be in Chicago. 

But Monday is a long tIme from now AND we will be out of town on our first family vacation in forever. 😢)

Since I will be moving in 2 years, I'm already planning on increasing the value of my primary residence through forced appreciation and hopefully rent it out over what I'm paying monthly for mortgage payments.I'm exploring the idea of using home equity loans and HELOCs to pay for my next house, but I'm interested in hearing what methods other military members have had success with.

Minimize tax, I would explore the Roth conversion ladder as mentioned from @jeremylohmanhttps://www.moneyunder30.com/roth-ira-conversion-l...Next, protecting from market swings, I would simply take your money out of the market. 

I’ve been going back and forth between whether I want to wait until I have the funds to purchase a property for this purpose vs obtaining a lease and subletting that property when I am not in town (with landlord permission of course).