This is what I recommend for you to get started in your real estate journey:1.

Here are some guidelines of when you should hire a PM based on units, location, and education.I began my journey by house hacking and then began buying SFH to rent while at the same time I was working a full-time job.

I'd recommend looking at similar nearby properties that have sold with 1 or 2 adu's.

First timer here, I live in Seattle, WA houses here are too expensive to make a mistakes for first timer, so I am considering start small from more affordable areas, like Detroit Metro Area or Cleveland, or maybe other locations more seasoned investors can recommend. 

Also if you have any contractors that you recommend please drop them down below.Thank you! 

@Mathios YonanI would recommend checking out the Cleveland OH market 

While Class C could work out if you research and find a gentrifying area, we do NOT recommend Class D areas due to high crime - NEWSFLASH: young doctor killed by tenant over parking dispute:(OPTION #3Buy rental out of stateYour $100k will get you about a $400k rental property.Challenge is understanding Property Classes and what each means for ROI.Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.So, when investing in areas they don’t really know, investors should research the different property Class submarkets.

I am seeking any advice or recommendations as to how I should go forward. 

For flipping I recommend using a hard money loan.

Given the specifics of your situation, I recommend maintaining your current VA loan interest rate.