My other investments focus on the mid-term rental space, and I’m drawn to Jacksonville to stay near hospitals and schools, which are essential for my target demographic.I’d love insights on the strength of the current market here, any projected trends, and tips for making a solid investment in this location.

A developer did a conversion where a high school was turned into 104 condo units.

I came across a duplex listing in a good school district that is also within my budget.

She is very old school, she mentioned that the seller would only contribute to the “traditional” closing costs, around 2k 

Look for parks, schools, groceries, and local hangouts—these things matter!

If you didn't, seems like a bad / inexperienced accountant to suggest such a thing.In my opinion, its the same as telling someone to go to a trade school and get a new career.A STR can help you lower your taxes but I would only do it if you were planning to purchase a STR.A STR is a business, you are responsible for furnishing the house, responding to guests, providing a great stay and experience, etc

GRADUATE OF C.U.N.Y.

Dave Ramsey books can help people get out of debt, if that's the case, but you'll have to graduate beyond his recommendations otherwise you'll be debt free but not wealthy.

The key then will be how to manage and save money which is not taught in schools and I can admit I was awful at saving money in my early years. 

However, it seems like it might be too late to secure tenants for this school year.