I have done a few 1031s to systematically upgrade the bottom end of our portfolio and get out of Milwaukee proper. 

We have a local startup called Portfolio Bay here in Milwaukee and they specialize on hybrid PM (part DIY) and are much easier to use than the big platforms already listed.Personally I think it's a matter of hiring the right person, not the right software.

@Jeanette LandHello, great to hear you’re starting a business here in Milwaukee!

The midwest is bigger than just Milwaukee Really?

This will narrow your OOS gap.My team works with a lot of OOS investors here in Milwaukee and there is definitly a pattern tied to success: narrow the gap as much as you can and also buy a quality property in a desireable neighborhood.

Something like “Half off first month” or “free Wi-Fi” gets attention without cutting long-term rent.Post in local FB or community groups.

Markets like Wisconsin and Texas have offered solid cash flow, but every area has its gems if you know how to analyze deals right.

Instead, I am now buying properties close to turnkey and focus more on negotiating a discount and letting the market take care of the value increase - Milwaukee has seen very steady 7-8% appreciation per year for the last 10 years.Why do I not buy run-down anymore?

If you want to get some cheaper properties outside of Chicago at some point, feel free to reach out to talk about the Milwaukee market.

And that is often bad advice.My vote: sell the house under the OO exemption, pay down and maybe even refinance your mortgage at current lower rates (I have seen a 5.8% yesterday at a Milwaukee Bank).Closing one extra deal per year will give you more cash flow than a rental property.