I'm out West at the moment, but will probably be returning to Tokyo before too much longer.At the risk of being contrarian, after picking up a couple of investment properties in Japan (one Tokyo, one outskirts), I shifted to a strategy of only investing in the US. 

Zero capital gain tax, next to zero income tax, property Tax is super small.  

If so, there are no transfer taxes due. 

So instead they throw away there $$$ on program after program, guru after guru, trying to find a way around the things that there is no way around; Time, Energy and Focus.What is a STR? 

We plan to keep them on a month to month lease but after a few months, have them sign a year lease and increase rent, however, we need help finding a GOOD app/website to get lease agreements/documents from or get a template so we can fill/add certain things we want.

Most places in Ohio can be profitable rentals... if you can stomach those property taxes!

Right now I subcontract almost everything and I do walk thrus before and after all the cleanings.

I would also share pros and cons of paying taxes on the windfall versus owner carry.

I also had to evict one of my tenants that I inherited after owning the property for only 7 of owning the property.

Consider using an FHA loan to secure a 1–4 unit property with just 3.5% down and take advantage of tax benefits by living there for at least two years.