Whatever market you are looking, I'd consider putting out a cash offer. 

I know of a lender that offers a 0% down, owner-occupant conventional loan that is a fantastic option for househacking.

However, be prepared for limited inventory, higher competition, and possible compromises.

Maybe offer a 2 yr renewal with $1500 yr 1 and $1600 yr 2 or just a one year renewal with $1600 in rent

Milwaukee is the third most competitive market for tenants in the US.

He offered $150,000 then we had another neighbor reach out and offered $175,000.

What loan terms are currently being offered for these type of rentals? 

We offered our impacted tenants a hotel room while we were awaiting repairs, but both tenants decided it was easier to stay put. 

Here are a few additional ideas that have worked for me and others in competitive markets like Austin:Off-Market Leads from Contractors: I had a friend who rehabbed a house in North Austin last year.

@Toyin Dawodu  Thanks for the offer, I may take you up on it.  400 deals, wow!