Knowing when and how you plan to sell or transition out of the properties is vital for long-term planning.It's wonderful that you and your wife are excited about this new venture.

But equally important for you to think about is going to be the allocation of your net proceeds in the purchase. 

Each STR property I acquire must meet two financial benchmarks: a gross rent multiplier (GRM) of 5 or less [Property value divided by projected income must equal 5 of less], and compliance with the 1% rule as LTR, which serves as a backup if regulations shift or if there's a decline in STR income.

I did the math and discovered that most rents in that particular area of HI were roughly equal to the interest, taxes, and insurance portion of a mortgage payment.   

I would respond equally bold, up the pressure and make sure they understand you are not a pushover.

If all of you are equal members of that LLC you'll all have equal authority. 

Example 100/36 months or 3 years roughly equals about a 2.78% average return per month.Now our core plus syndication for NNN is tenants already in with place with leases so that is a different model more long term holds.

As an aside, when I ended the contract with that firm, they mysteriously had maintenance fees that equaled the amount of money in my holding account (nearly $1500!). 

Correct, so higher quality asset in Milwaukee is about 400-500k, will that be equal to $250 PPSF ?

Are all Flat fee MLS listing companies created equal?