I am very familiar with the strict zoning laws for Hawaii short term rentals but most Waikiki apartments are either too expensive or leasehold only properties. 

Those things can and will hurt your monthly KPIs occasionally and sometimes for long periods. 

We funded tradtional turnkey and we funded those that would do the lease option after i bought the asset for them they paid me off short term 60 to 90 day deals on my side.. then they would go the lease with option to buy..

That is amazing -Where did you manage to double the value on an 8 unit in a short period of time 

Typically, you can only do one rollover per 12-month period (again, IRS Publication 969 has the details).In the end, having the option to invest your HSA funds is usually a better bet than letting them sit in a basic savings account.

Since you already have experience with both short-term and long-term rentals, house hacking a duplex could be a smart next move.

Glad you made your way here.. are you eyeing long-term rentals or short-term flips?

It's great to have goals, but how did you arrive at 100 doors over such a long period of time?

I'll work with an attorney to assist with drafting that.Q2: Yes, I'll talk to my CPA but we'll most likely hold the property for at least 1 year under the LLC given our timeline to design, permit, build and sell the property, meaning I should avoid short-term capital gains.  

Hi David Oh-You asked about a profit sharing bonus for property managers to give them an ownership mindset and incentivize them to align with your goals for quality property management.I love this idea.While I do not have a formal profit sharing plan, I always like to recognize the property management company with gift cards to the operators and the people within the property management company I have regular contact with that help keep the property running well and keeping costs down.Related to this, a handwritten thank you card to the same people periodically goes a long way.I also like to do the same for the tenants that have been paying rent on time.To your success!