I believe it is over priced (originally for sale by owner for $280k,later listed through agent at $360k), but I feel like the seller may be open to a creative financing option. 

As a new owner, you should confirm if you can raise the pricing on the rent, and do that accordingly to the laws.

Rather focus on what you're doing for the tenant. " Owner pays water, sewer, trash."

Your financial background is a huge asset, and it’s great that you’re starting locally in Milwaukee while keeping an eye on future expansion.If you’re looking to connect with like-minded investors, the Rental Property Association of Wisconsin is a fantastic resource for networking with rental portfolio owners, accessing legal resources, and finding contractors. https://www.aasew.org/For mentors, funding sources, and flippers, the Milwaukee REIA is another great group to explore. https://www.milwaukeereia.com/I’m a member of both and find unique value in each—maybe we’ll cross paths at a future meeting!

Ask to speak with some of their current owners and current/former tenants.

Decided on Belize. 

I've built relationships with property managers who have distressed properties in their portfolios that can communicate directly to owners. 

The BRRRR method (Buy, Rehab, Rent, Refinance, Repeat) could also be a great strategy to recycle your capital.To find deals, try direct mail campaigns targeting absentee owners or distressed properties, or go driving for dollars in neighborhoods with strong rental potential.

I turn the tables on the wholesaler calls.. if i can get past the telemarketer and get to the owner I then explain to the owner how I can fund deals for them..

Sounds like with are under charging our owners by thousands of dollars or they are trying to rip you off.