Post on local Facebook pages for contractor referrals, go to local REIAs, and ask your potential agents and PMs (even if not using a PM at first...you may at some point).There is only so much that service providers can do and many of them are far from "experts"; so, be prepared to be your own expert at being willing to figure stuff out as you move forward.

Start local.

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!

Call some local HVAC/Mechanical companies and ask what the average cost would be for this upgrade! 

I am not sure if I should stay local to my market.

I'm curious to dive deeper into the Santa Fe market and would love to learn from those with local experience.

I'm Tamara, a local agent and investor in the NC area! 

The wider local region also seems to have a lot of tourist draw.

She doesn’t need local family to manage it. 

I am offering my time about 20 hrs during the week and completely open on weekends to help a wholesaler locally here in Los Angeles county (CA).