I will assume somewhere in the lease it states that the tenant is responsible for a basic maintenance and upkeep of the property.

the midwest has lower price points than other areas of the US, sure, but it also comes with its own challenges - for example, very old housing stock, lots of deferred maintenance, and tremendous demand for the best properties."

What property management software or tools would you recommend for tracking rent payments, leases, and maintenance requests?

The nuances in state regulations require an expert who understands how to expedite the process within the legal framework.

It sounds like you’ve got a solid foundation with your rental property, and I love the ambition behind your plans to build a property management and maintenance company—it’s a great way to take control of your investments while creating additional opportunities.Best of luck to you! 

Personally, I find BTRs to be more predictable with fewer ongoing maintenance issues, and they tend to attract high-quality tenants.

This was a cost-effective way to meet our requirement of providing just a stove and refrigerator (we don’t include washers or dryers), without breaking the bank further.But here’s the twist: If we were upgrading appliances for a long-term tenant with a stellar payment history, we might invest in brand-new appliances.

A good manager will handle everything from marketing to maintenance and tenant screening, saving you time and stress.Vendors and LandscapingBuilding a team of dependable vendors—like landscaping companies, contractors, and insurance agents—is critical.

What documents do they require, what credit scores do they allow, how do they verify previous rental history, etc.?

That 2nd requirement is  what makes it close to basically impossible with a W2 job.