@An Duong it's really up to you whether it's a good enough deal for you to agree to that.I will say, besides the two years of below-market rent, you should also factor the cost of an eviction into your thinking.It may not end with an eviction, and if it doesn't then you'll have saved some money, but I would go into it with the assumption you'll have to do one since I think there's a non-negligible chance of that.In a negotiation, sometimes it can be helpful to try to figure out the other person's motivations and find other ways to meet it.For example, if he's worried about being able to afford market rent, then if it's $200 below market a month, and you don't want to tie the unit up for a second year, maybe you offer to pay $2400 more at closing and only have him there for one year.If he really likes the area, maybe you find him an apartment in the area and offer to pay his security deposit, a moving company, and X months of rent to get him started.

At closing, the seller will have to turn over the tenant's security deposit to you plus whatever the pro-rated rent is. 

We are selling our rental home and lot, currently held in our Living Trust, depositing the gain in a new bank account in the name of our llc, and buying in an Opportunity zone, in the name of the llc.

Give the gift check to the Recipient so they can deposit into their bank account.4.

If you have a few reputable buyers, you can search specifically for deals that match their criteria making it much more likely that you'll find a buyer for your deals...Of course, you also need to know what a good deal looks like. 

Eventually I want to be able to (hopefully) own enough properties to rent out and match what I make at work with my rentals.

Then try and match the colors from there with the style of the house. 

Basically, you have to give them your bank statements and they generate an income profile based on the deposits into your bank account. 

The only thing I can think to do is document everything with email notices to her, and possibly begin deducting it out of her security deposit, which I'm not sure if I'm even allowed to do. 

If you have the cash deposit, and you're getting $800/mo positive cash flow, along with depreciation, and expenses to write off, cash flow and appreciation...Fort Lauderdale is a booming area.