While I don't want to discourage you, the attorney/executors's gatekeepers may challenge your patience so be prepared and remember to be professional at all times.

If I did this, I would tell the tenant no more escape tickets and I would NOT hesitate to start eviction as soon as the tenant falls behind again.Key points - I would do this only if the tenant owed me a lot (my mistake for letting it happen), if I could OWN the items (not hold) AND I was prepared to act quickly as soon as they fell behind again (they will).

Since you are a MA resident, presumably you would want a MA CPA to prepare and advise you on your personal taxes, including any pass-through income (loss) from your FL LLC.   

I also know that it would be very wise to read every single book listed on this site as I prepare to start my RE investing career....

In my case I think I need to maintain it for 3 years.If it was the listing agent requesting it, it is because they want to be aware of what issues came up so they can be prepared for it the next go around, by either having some of them fixed, or making the next buyer aware that the properties has certain issues so they dont tie up the property if those things will be issues for the next buyer.If you plan on doing multiple deals in the future, then you should absolutely provide the report to the listing agent..because at some point you might be trying to buy a property from him again.

The title company will prepare that and send a copy out a couple days prior to closing.

But you should always be prepared to give it. 

Effective treatment is a collaborative process and tenants need to prepare properly to ensure effective treatment. 

Setting aside some money, even if just a little at a time, not only prepares you for that inevitable rainy day (it ALWAYS comes), but it forces you to learn to live or operate within your means. 

And yet you're prepared to accept "if you are making $100 a door net profit, you made a good buy"?