I would definitely err on the side of being more active to enhance returns.

It's not always helpful, so don't do it without solid tax advice specific to your situation- if you're making more money than you need to spend on your lifestyle - then is time to research whether a C-corporation can make senseOnce again - if not sure, then better do nothing.

Cashflow is the goal for me until I'm 100% financially free meaning my current lifestyle can be sustained, I'm close.

If you think that proximity to the beach will greatly enhance your life, by all means.

Finding a local realtor and discussing your goals with them can help you pick a strategy that's right for you too and they can help put you in touch with lenders to figure out how you want to finance your deals.You didn't say how old you are, but if you're saying you're young and your income and life style have allowed you to save 400K you have tremendous room for error.

From a personal lifestyle viewpoint it’s a matter of comfort level with risk.I did pay off all mortgages and invest on a cash only basis when interest rates were higher and real estate prices much lower.  

While that is mostly true, there are other reasons to invest in real estate such as a lifestyle investment such as this one.We are really excited about purchasing this property and adding three tiny houses and a pool to it and then renting it out on AirBNB to cover the costs of maintaining the property and to make a little money.Also, in case anyone had any questions about the process of purchasing properties in Costa Rica, although I have limited experience and I have only done it once before, I have made some great connections with some awesome people who know the process well so I’d be happy to answer any questions about the process to the best of my ability.

I've personally seen a massive difference in the happiness levels of people who spend less than they make according to a budget in line with their values and goals, in contrast with people who don't track their expenses and never think about things like lifestyle creep and hedonic adaption.

I recommend smaller 1-2 bed units which are cheaper to furnish, and fit the TN lifestyle.

-Location is key, with a lease hold like this, you are targeting buyers that want to buy cheap but yet get to enjoy the “vacation” lifestyle, while making a few bucks here and there.