Am I getting greedy to ask for an additional seller credit at closing to help offset some of repairs needed?

Not tracking.You're going to live in one of the units? 

I wonder if an inspector's license might be another good addition to our repository.

We are planning to purchase a home and convert it into a community living space for people in recovery.

Story I got was that she lives out of state, thought she had family local to help manage it but they are moving.

If you plan to live there in the winters, you might have a hard time doing long term rental outside of that and finding a new tenant every summer.

Since we live in Orlando area, we are looking at a STR in Disney area. 

A clean, neutral-looking curb gives prospective homebuyers a chance to visualize their own additions/upgrades.

That's an ADDITIONAL capitol investment made. 

However, our tenant turned out to be problematic—late payments, issues that led to an eviction, and additional repair costs before we could relist the property for sale.Now, after months of making mortgage payments out of pocket, we finally have an offer.