Hawaii is more complicated than most people think, but you can crush it there if done right.

In the 2010s we did the BRRRR thing not even knowing that the acronym existed and now we're are in a good, but complicated situation.- The commercial mortgages (all under 5%) are going to start being paid off in the next 1-5 years.  

All of the tax returns and filings can get expensive and complicated VERY quickly. 

Is willing to add another person (the gator) to this transition, further complicating it for only $2k - $5k + gator fee.  

It can be complicated at times, but breaking the overall process down in to smaller pieces and taking them on one at time definitely simplifies the process.

@Noah SchulzThe previous owners' failure to disclose a back-paying arrangement complicates the situation, potentially leading to tenant disputes or security deposit concerns.

Agree with @Chris Seveney- people LOVE making their ownership structures so complicated when you can mitigate risk in so many simpler ways. 

It's still a bit complicated to get MTR pricing. 

These are usually easier to manage and less complicated when you're just getting started.

Why over complicate it?