Chris, my day job, is working eight months a year as a sea going captain. No, not your average office job, like yourself, I have found a way to make it work!
Some suggestions, what ever area you have a interest in? “You mentioned Wisconsin”. It is a lot easier, if it is a place you want to visit! Maybe family or friends, outdoor activities, any personal interest. I enjoy all my trips to Salt Lake City, especially when I can trout fish in Idaho on the way home! Read the daily news paper for the local area. I find this is a common oversight, and so easy to do. There is a wealth of information, that just helps you keep a tab on current events. And of course as others have suggested, network. Others are in your position, some of them are willing to share. Reach out, and try to offer something in return-anything. Most of all. Take action, dont sit on the side line. If I can do it with months at sea, anyone can! Best of luck!