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I have run milsim events both successfully and not so much. And it always comes down to players. Either they are committed to that type of game or not.
Certainly a badly organized and run game will suck, but skirmish players trying to be milsim players are worse. As has been noted they whine, quit and generally complain after the fact. They are also the ones who come with old crappy batteries, iffy guns an no radio.
My most successful events had random missions as a part of the overall game plan. Primarily to avoid the situation of someone guarding location with zero action for hours.
The most important thing is that all those who attend enjoy themselves, and come back for the next one. That is how you build to massive events.
One last point, for those who have never run a milsim, admins and ref's are very important. For every 10 to 20 people you will need one, so 200 hundred people, 10 to 20 admins. It depends on your mission setup, field size,vehicle use and objective system so you might get away with less. But more admins tend to create a cleaner run, problems quickly dealt etc. Those admins all need to be briefed/trained before hand as well.
All of this takes months of work to setup.
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