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. 

Most traditional property managers don’t handle this setup due to challenges like managing tenant disputes, coordinating overlapping move-ins/outs, and the risk of Fair Housing violations when selecting tenants.

Hi Ethan, I would not entertain the idea of getting more money from this tenant in order to potentially increase your cash flow. 

Because it causes one to think about the way they invest, the reasoning behind their investments, and the success and failures their investment tactics and strategies have produced.I make a decision to pursue a real estate investment (or really any investment) based on an evaluation of risk vs return.  

STRs are a great way to make money, that's for sure...but it does not come without risk.

Streamlined Financial ProtectionSurety bonds offer the same financial protection as traditional security deposits, ensuring landlords are covered for potential damages or unpaid rent.

Once I've completed these initial projects and built up some capital, my long-term goal is to transition into buy-and-hold investments in potentially more affordable markets to maximize cash flow and scale up.Right now, I'm particularly interested in investing locally here in the Seattle metro area.

Simply put the risk of a non-renewal costs more.

Potential cash flow How did you find this deal and how did you negotiate it?

I have a very low risk tolerance for stock and many other market driven vehicles.