Other cities like Akron or Dayton in Ohio might also be worth exploring for affordable properties and good returns.

Looking ahead, once you secure a tenant, perhaps this is something that should be explored to make the next lease up easier.Also, @Caria Mitchell raised an interesting point in saying: We are experiencing a shortage of qualified applicants, I’ve noticed non-conventional applicants vs qualified applicants that don’t have a voucher or some form of subsidy. 

And you are continuing to invest in real estate a 1031 is a good option to explore. 

Visit, explore these place and then narrow it down.

I’ll continue to explore a couple other options in the meantime. 

Research comps in the Milwaukee area or connect with a local appraiser to estimate your property’s potential value.Depending on the rental income, you might explore DSCR loans for your refinance, as they rely on property performance more than personal income.

Exploring FHA loans makes sense for a low down payment, but keep in mind the competitive market may require some flexibility.

While still profitable, I’m exploring better opportunities and considering multifamily (MF) properties.In my search for $1M properties (with $150K–$180K down payments), I’ve found that the NOI often matches the mortgage payments, leaving little to no monthly cash flow.

As someone just starting to explore syndications, I’m curious: what’s been your biggest challenge in managing diverse investor expectations, and how did you overcome it?

Getting back to the original post, what would be a strategy you'd explore given his circumstances?