What is the age of the building and were there any proposed or confirmed assessments by the HOA?

I second @Kenneth Garrett regarding online resources, I use Rentometer, but more recently something else has helped me too: I joined a FB group of renters/sublets to find out what a room rental was worth, and based on that I was able to rent out my spare bedroom for 3 months during the legislative session -- $900 a month!

In a nutshell – the big government is coming after Real Estate wholesalers :) No this is not a scare gimmick, legislation against wholesaling has been passed already in states such as Illinois & more states are following suit.

I just came across this website with a nice graphic that may help answer:https://rentalhousingjournal.com/legislation-changing-in-many-states-to-make-them-less-landlord-friendly/#prettyPhoto

Prospective client is renting as a guarantor for mother in law to live nearby him, proposing to do a 2 year lease, mother in law who will be the occupy is retired so all credit check and income is based off daughter and son in law.  

“This feels like groundhog day,” Florida Association of Counties legislative director Eric Poole told the committee before Thursday’s vote.

I want to get the lease before the PSA stage to validate there are no surprises before my client spends thousands doing a PSA negotiation or setting as a possible 1031 exchange selection.In regards to a sale leaseback the potential tenant will have what they propose as acceptable terms and then the purchaser can put in their LOI what they want.

I also wouldn't be particularly concerned with offer structure at this point either unless you intend to propose some form of seller financing, which is going to be secondary to the number you propose anyway. 

But I think it is fair for others to see what some candidates are proposing that could directly affect how we invest our time and money into Real Estate.

What you are proposing does work in some states and in some communities provided back taxes and lender liens don't get in the way, but not in many communities or states.