As a part of the acquisition, all my stock options were accelerated and paid out as cash through payroll.

S-Corp example: You're on payroll and you pay yourself $100k. 

My personal opinion is that unless there is no other way to sell the house, subject to should only be used when BOTH parties are sophisticated investors.  

You will have lots of expenses with the formation of a new LLC, lawyer fees, costs to start up payroll for this company, workers comp, new insurances, immediate repairs, etc.

I am looking to setup payroll for myself out of my company, call it LLC #1, and LLC #1 is owned by Parent LLC which I am looking into doing an S-Corp Election for.

The "sophisticated" models all for more inputs and/or better refinement of assumptions.  

These scams are getting more and more sophisticated, many are actually getting by title companies, so they need to up their game IMO. 

@Cameron Martin WC rates for GC & roofing are typically 20-35% of the total payroll. 

I recently ran into this question with my remote multi-family property so want to see whether people have any thoughts or what should be normal practice.I hired a local 3rd party property management company to help me monitor operations, manage payrolls, and handle issues for my remote multi-family property.

Tenants are typically much less sophisticated than their landlord.