SigP6, this is not meant as piling on, but as further discussion of your event.
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Choosing to get out of your locked car and confront this individual was a mistake, under the circumstances you described. It was at that moment that you maximized the exposure of yourself and your son to the potential threat. Just driving away would have been the best choice. If blocked by traffic and you are uncomfortable with how the situation is developing, stay in your closed/locked car and call (or have your passenger call) 911. Unblock your vehicle if possible (change lanes, turn right on red, back up, etc…). Start beeping your horn. Prepare yourself mentally to access your firearm.
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Outside the home, in most states and most circumstances going for your gun without a clearly articulable imminent fear of death or maiming can land you in a lot of very serious legal hot water, even if your firearm never actually leaves the holster. You cannot threaten deadly force just because you are uncomfortable. If you are uncomfortable, GET OUT OF THERE!
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Wisconsin does not have a statute that specifically addresses “brandishing.” I have had discussions with a Wisconsin attorney and with Wisconsin law enforcement officers relating to this topic. Here are a few Wisconsin statutes whose violation you could possibly be charged with:
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941.20 Endangering safety by use of dangerous weapon.
(1) Whoever does any of the following is guilty of a Class A misdemeanor:
(a) Endangers another's safety by the negligent operation or handling of a dangerous weapon.
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941.30 Recklessly endangering safety.
(1) FIRST-DEGREE RECKLESSLY ENDANGERING SAFETY. Whoever recklessly endangers another's safety under circumstances which show utter disregard for human life is guilty of a Class F felony.
(2) SECOND-DEGREE RECKLESSLY ENDANGERING SAFETY. Whoever recklessly endangers another's safety is guilty of a Class G felony.
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947.01 Disorderly conduct.
(1) Whoever, in a public or private place, engages in violent, abusive, indecent, profane, boisterous, unreasonably loud or otherwise disorderly conduct under circumstances in which the conduct tends to cause or provoke a disturbance is guilty of a Class B misdemeanor.
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If your local DA has decided he wants to make an example of somebody, you will be put through the washer and come out wet and wrung out financially and emotionally even if you manage to avoid a conviction. None of what I’ve opined here should be taken as legal advice, but only as food for thought. Admittedly, in my non-attorney opinion regarding the circumstances you described, I think the reckless endangering felony charges would be a stretch (not a stretch at all though if you actually were to come out of the holster…). But the class A or B misdemeanor might not be so hard, and would almost certainly result in the revocation of your CC license. Why risk the legal jeopardy unnecessarily? Flee from trouble or impending trouble anytime you possibly can. Use or threaten to use your firearm as a LAST resort.