Based on the continuing research, wholesaling property wouldn't be the right strategy. 

., I left Anderson for a small firm that will do the actual taxes and then another company that specializes in tax strategy. 

Having an exit strategy of good LTR or appreciation if STR does not do so well is a good thing..

I'm going to have to learn some more about how to better identify the markets that are appropriate for my investment strategy. 

While the borrowing costs are higher, I’m exploring strategies where the returns could offset this.

A nice multi family property that you can do some light fixtures on sounds like a perfect strategy for you so you and your wife can have your own unit.

We've utilized the VA loan for our current home, and this strategy has worked well so far.

Great tools that get updated regularly.I am on the lending side of things and would be happy to hop on a call with you anytime to discuss financial strategies and help answer any questions you may have about nearly any loan product available to help you on your journey, even if they are not products my capital partners offer.We are all here to help you learn and grow.

Also, I was thinking about it and I think if you were going to make shared amenities (like fire pit) you probably would be very successful doing that strategy I mentioned for larger listings.For big dates I would have one listing that is both the primary and ADU that sleeps 12+, or whatever the number is, and then you can have the ADU and primary again as separate listings for the rest of time. 

Always keep an eye on interest rates to optimize cash flow and return on equity. if you switch to long term hold investing, you'll want to see if equity stripping is a strategy that works for you.