And doing 3-4 units FHA is tough unless you have a huge down payment. 

I lived there for 3 years but relocated to Orlando last year to be closer to family.I think Jacksonville is still good overall, but it’s tough to make rentals pencil right now.

It's possible, but it can be tough.

Since unless there is non payment an eviction will be tough, either way I want them both out  IF you really want them out - which I think is the right solution - then you will lose some money, it's just inevitable.

Most of the work will be following up with warm leads already.)When you say you’re taking a job, will you be an employee on salary + commission or an independent commission only “contractor”.  

I know people who do this and I do not believe there are issues with it, but speak to an attorney and they should probably notify the company if they are an employee of that company that they are doing this.

Some hotels actually have a condo like structure, where people can own the units, but perhaps are limited on their personal use to only a certain amount of the year - the rest of the year it is in the rental pool managed by the hotel.If numerous room owners stopped paying their bills, you could get tax liens on numerous separately owned units.Hotels are a tough business, an issue I also see come up with them often is that they require refreshes, expensive and relatively often - at least once every 10 years, if not more often. 

These systems are becoming more sophisticated and (my favorite) capable, leading to improved user experiences and potentially freeing up human employees to handle more complex tasks and interactions.

Guess my question is this — where will these employees be living/trying to live?

It's tough to give a definitive answer without knowing your specific investment goals (cash flow, appreciation, etc.) and preferred strategies (BRRRR, wholesaling, etc.).However, since I'm a Cleveland native and active in the real estate market here, I can offer some insights on why Cleveland could be a good fit:Affordability: Compared to many other major metros, Cleveland offers a relatively low barrier to entry.