Long distance investing/managing is an obvious for me since I move every couple years, but I retire from the Navy in 5-7 years, and I'll finally settle in one place. 

This allows for proper retirement of assets.If a property has already been sold it may still be a good candidate for cost segregation as long as you sold the building and have not filed the tax return.

The catch is she is retired and won't have income except SS, thus I would be paying for everything...the HOA, repairs, utilities, insurance, etc.

And the Solo-K would enable you to borrow $50K from the retirement balance to use as you please.

Here's a blog I wrote about H.S.A.s invested in alternative assets Financial Independence Retire Early - Achieve FIRE Faster with a Self-Directed HSA- https://udirectira.com/achieve-fire-faster-with-a-self-direc...

He's a retired cop and very good at property management. 

Retired Air Force looking to expand my retirement portfolio into real estate. 

I'm looking to make this part of the retirement stream of income rather than an effort to accumulate multiple properties.

A landlord cant deduct home office, cant save for his retirement, nothing.  

.$500k annual income is alot for your average folk, but it's not "retire me" income at all.