A good friend of mine, managed a similar transaction last year: he merged several single-family homes around Florida and exchanged them for a mid-size apartment complex in Chicago.

Does the condo complex have rent to own percentage restrictions (they all do, you want to know what percentage is allowed and what percentage it is at now)?

I know how to use the basic features of QBO, as I do my own expense tracking, but my Bookkeeper is needed for the more complex entries (Loans, capital balances, reconciliation, data entry from PM monthly statements.)I spend almost 8k per year in QBO and Bookkeeping costs (Not including my accountant or tax prep.)

He flipped houses, built apartment complexes etc....so that's where me wanting to do all of this comes from.

From my research, I'm seeing $100-$150/sqft depending on complexity and material.

That said, we understand that insurance details can sometimes be complex or overlooked during the decision-making process.

From SFH BRRRR, flip, or complex syndication apartment deal they all require effort.

This is a complex topic and I could go waaaay into the weeds on brands but the bottom line for the overall topic is that you can't transfer the listings to a new owner without breaking terms of service. 

That is a complex question to answer since both states are large and depending on where you live, quite varied. 

We had a wash & fold service with pickup & delivery, which added complexity to the operation.