I bet Jesse would wade in with both feet and support this issue,
Diane and I know Jesse Ventura well. She was his public policy adviser in the 1998 campaign that got him elected and was his General Counsel when he was in office. Her office was two doors down from his in the State Capitol. I was the internet guy that helped get him elected and later served as his campaign committee treasurer. The two of us frequently interacted with him in a variety of contexts for four years.
When presented with an issue like this, the governor's instinctive response would be toward less regulation, not more. He may agree to more regulation if it made sense but regulating something simply because you can is not his first instinct.
The first question he would ask someone like deadhead would be, "What are YOU doing now to help solve the problem? What can you and others do before government steps in?"
He would next have his cabinet or staff review the situation and all options to get the lay of the land. He would want to know who is affected and what the impacts of any policy or law changes may be on everyone. Then he would make a decision and direct the appropriate staff or agency to make it happen.
One thing he would not do is give extra weight to any lobbyists or special interests that step into the debate. He would listen to them to gain insight into the bigger picture but he would give no special favors. Ventura did not accept campaign contributions from PACS or any other special interest during the campaign or after the election. He owed none of them any favors. One of the more entertaining parts of Diane's and my experience in these four years was seeing the befuddled expressions of surprise on lobbyist faces when they came in to write a check and were turned down.
When making his decision, he would think deeply about the people. While no decision makes everyone happy, Ventura was a people-first governor.
While he got and continues to get a ton of media attention about his entertaining behavior, a lot of good-government actions were completed in the daily grind of governance that never made the news.
Note that this illegal van issue is a fairly simple one as public policy issues go. To resolve it, there would be no need to involve other branches of government (legislature, courts). It could be done by the executive branch alone. The approach described above becomes vastly more complicated when legislation is required and when special interests have more power because they have their hooks into legislators who rely on them for money and support.