If this incident happened AFTER the Von Hollen advisory memo, that tells me that leos are probably not up to date on CC nor do they care.
The Van Hollen memo was issued in April 2009. The Culver's incident occurred almost a year and a half later, in September 2010.
There were mistakes made by the Madison PD that night. They know it, and to their credit they seem determined not to repeat them. From what I've gotten out of an extended conversation with one of their training officers, they've made a great effort to provide good training to the force regarding both open carry and concealed carry. They haven't necessarily embraced carry, but it's safe to say they are resigned to live with it and to try to peacefully coexist with it.
Of course, that's no guarantee that every individual LEO is completely current on all aspects of the laws, nor that they will necessarily share your perspective on gun carry, but I'm confident that the climate for carry is much better in Madison now and the chances of having an uncalled-for and regrettable incident are low in Madison.
The incident was a significant turning point in Wisconsin. There was a lot of backlash from ignorant people and anti-gun folks who wanted to see the book thrown at the Culver's guys. But they were shown to be wrong. On the other hand, there was an even larger swell of support for those guys and it put gun rights in the forefront of the news for quite a long time. As a result the pro-gun rights movement gained a lot of strength and respect around the state. Now we see ordinary people who have no real interest in devoting time to the gun rights cause taking an interest in gun carry to protect themselves and their families. The Culver's guys just wanted to enjoy some comradery and food while exercising their right to carry, and they ended up providing a learning experience for everyone. The whole Culver's episode, along with a few other noteworthy incidents, did much to fight our greatest enemy and the major tool of our opponents: ignorance.
I once said that I intended to make Madison a gun-friendly town. That was about 15 years ago. It's not exactly friendly yet, but it's far less hostile than it once was.
I think the police, at least in Madison, are trying to do their part now. We can do ours: Know the law, follow it. Know your rights, protect and exercise them. The battle has shifted primarily to Milwaukee-- it probably has always been primarily in Milwaukee for that matter.