I am currently planning on doing the same house hacking on a 3 flat multi-unit in Chicago when I return home from my deployment in Afghanistan.

If you are deployed or need to move away and the market has moved against you, then you can rent it out to at least cover the costs (in 3-6 years you would expect there to be some rent appreciation if not price appreciation as well so hopefully it will be more than covering the expenses by that time).

Negative cash flow arises as income falls short of debt payments unless a lot of equity is deployed.

If I wasn't deploying to another sandbox, I'd try getting a deal together worthy enough to try getting into those pockets (literally, bigger pockets).

I'll be traveling for work (Navy) very often - 1-2 weeks per month plus a 6 month deployment at some point - and I'm looking for some insight from people that are successfully doing Airbnb in San Diego.

With looming inflation and very low bank rates paid on savings, we wouldn't want to just hold that much cash without deploying it somehow.

I have a bank that is willing to loan $60,000 at 5% interest against this property, so I could pull some equity out and deploy it elsewhere for a higher return.I am interested in Cincinnati as a market but I am hesitant to jump into an out-of-state property because of the difficulty in managing a property that's not within a few hours drive of where I am. 

We have been expanding in the areas around Cleveland in the last year and we have observed goo return on our stabilized inventory, so we are looking to keep expanding.Our biggest pain point to keep scaling has been financing; we have deploy a variety of financing options (personal mortgage, commercial finance, cash and refinance, etc.) but the process has been generally slow.

Beyond RE, there are a lot of HNW strategies to deploy.

Understand the value of your time, and use it to inform decisions about how you deploy it.