i.e. what don't I know about managing a property management company that should give me pause about this?

Home and land was owned by a hoarder so major cleanup was needed.

Quickbooks allows for you to add multiple debit & credit cards/bank accounts associated with a company.

Renting on Molokai is already difficult (it is not a major tourist destination), and the climate is not tourism-friendly.

Someone like SunBelt, but there may be dozens like this company who regularly sell such businesses, works with consultants who have buyers looking for these businesses, and have experience with valuations.Does the business own the real estate or do they lease?

Do you need a title company for a deal you've already made on a small 2-4 unit multifamily?

It is extremely common for PM companies to accommodate for external contractors - as mentioned above, it is your property at the end of the day. 

Multiple, billion dollar companies are investing heavy in our area, such as Intel, Google, and Amazon.

Have major water leak and need suggestions for reputable independent contractor in north Dallas, Texas area.

REPS is tough to qualify for if you have a full time W-2-paying job or company outside of real estate.If you get trapped with PALs, consider utilizing 1231 gain in conjunction with long term rentals.Current year deductions are only great if you can use them now!