(leverage him before he acts?)

I just started my company and purchased a house in West Palm Beach under my corporation.

You just need to shop around for the professional companies with multiple crews and an office.

Any recommendations for affordable companies that provide this coverage in Northwest Indiana?

Be willing to pay the commission and increase base rent, you don't have to, but that's what I would do.Get the property marketed, you need to know your leverage.

I am looking to setup payroll for myself out of my company, call it LLC #1, and LLC #1 is owned by Parent LLC which I am looking into doing an S-Corp Election for.

I flip, invest, and own a property management company in central CT.  

In the beginning of 2025 I will have about $100k (hopefully more) in fully vested stocks for the company I work for.

Examples - owner occupied loans for house hackers, specific market knowledge (ie - friend of mine that ice fishes and bought a short term rental cabin in an ice fishing spot that you and I would never know of), ability to do renovation on your own or cheap, contacts with local companies or organizations that would be a tenant source for mid term rentals, ways to source off market deals, etc.Whatever it is, figure that out and get started.

I rent single family homes to companies that take care of special needs people.  5 unrelated individuals is the limit for a rental property but people still refer to them as group homes.