"Well regulated" also meant well trained, and well disciplined. General Washington had seen enough .... what we today might call "mall ninjas," turn up for muster drunk, with broken or rusty rifles, or with no powder. The Militia of the mid 18th century had a poor reputation amongst the British Regulars as well; they'd tag along to suppress the local Indian uprising but as the hostilities neared, they'd suddenly remember they had a root canal scheduled that morning .... or forgot to buy wifey an anniversary present ....or any excuse to beat feet.
By the time the Founders came to debate and ratify the Bill of Rights most knew all too well that the militia system was not nearly as effective as a professional standing army, and only served well when we'll trained, disciplined and --yes -- equipped.
Right, but what I've most often seen in discussions is a reading of the phrase, "well regulated militia" , as to use the well-trained definition and apply it to what we would think of as the unregulated militia. While I agree that one of the period definitions of the word "regulated" means trained or disciplined, I'm coming to believe that the word regulated in that phrase is used in it's (also period ) definition of controlled or limited and that the militia referred to is the organized standing militia...what we would see as the army today. The, "well regulated militia", isn't mentioned
in this case as a body made up of "the people". It's mentioned as a potential threat, and "the people" being armed is enshrined so as to protect them from and deter the "well regulated militia" from being used against the citizenry.
If it seems like I'm picking nits, it's that what I hear most commonly said as part of the defense of the 2A is that the militia referred to is each and every one of us, and that the purpose is and was to have a body of trained men available to be called into military serve at need.
People seem not to realize that the primary purpose was to ensure the people could forcibly and effectively
oppose that militia, not to groom them for utilization by it. Which is why arguing that participation, actual or potential, is a good explanation for the 2A seems ludicrous to me, yet that is what 9 or of 10 seem to argue.