There are so many options on how to approach this it gets overwhelming and i find myself moving on and always plan to "figure it out later"I have interviewed a few fiduciary advisors but have been very unimpressed thus far.   

We see threads all the time about people losing money and how after they add expenses and vacancies, etc. how they go in the negative.

Here is my Cliff Notes on this elaborate example:If you have unused losses from the past, they might significantly soften the tax blow from a profitable sale.I don't see how this is called "strategic play" or "premium lemonade."

Let me know the best way for me to get in touch.

If you're willing and able, I do recommend the "house hacking" strategy which is just a fancy name for buying a rental property and living in one of the units, because you'll get very favorable financing - an owner-occupied fixed-rate 30-year mortgage.I'd also say, analyze that property as if you won't live there and it's a pure rental, and make sure the property is still cash flow positive if there's a tenant in your unit because then you'll know if it's actually a good investment.And when you analyze it, include payment of a property manager in your #s because if you don't, and doing so would make it go cash flow negative, then you've just bought yourself a job because you literally can't step away from managing it without losing money.

You will learn how to manage investment property well while earning a solid paycheck.

I know the prices of things are different on island compared to mainland so it’s nice knowing stuff like this.

How much net profit in general should I look for on a long term buy and hold rental property like this?

I know it may sound common sense, but people do struggle with understanding that water follows gravity.

As I start my journey, I know there’s no better way to learn than by surrounding myself with people who have been in the game longer than I have.