A private loan from a friend, family member or acquaintance can be easier to manage for this reason, but has its own pitfalls as well. 

Any common pitfalls or recommendations?

This is definitely possible, and there are some potential pitfalls to watch out for.

Both of those property types/approaches have added risks and pitfalls associated with them, in my experience. 

Because my orders are going to be TCS (as opposed to PCS), which is different then how the active duty does it, I have all these questions and want to avoid any serious pitfalls (or going to jail ;-) ).

From what I found there are a couple potential pitfalls to avoid and they are very specific.

I like how you have it structured but I am curious what the pit falls are.

This is definitely not a DIY job and there are too many pitfalls.

I've been able to explore it using this website:https://981.jp/Because it is so weird, I feel like I can exchange a lot of value with other people who have developed some insights into that specific niche market.I want to find more out about the specifics of the process, if it's possible to get financing for it, what are the possible pitfalls etc.Does anyone have any insight to this?

It takes longer, but helps avoid some pitfalls early on.