Hey Sum, yes, most reefing jam's have been on big boats, under racing conditions... and of course we won't reef until we REALLY needed to 5 knots ago...
Then something that should take 30 seconds becomes a few minutes... everyone yells, and sometimes someone gets hurt.
On my boat, I'll run the jiffy reef lines at the dock, or before I leave the anchorage. often leave reefed, and shake it out if needed...
sometimes I'm dropping the jib, and make do on just the full main, vs mess with reefing. but I have reefed a few times, on the bay... (I don't count on any help from my crew, or I'm singlehanding anyway.)
I've got 2 line (jiffy) reefing on the mac, (thanks to my PO), so not sure how well single line reefing works on the smaller mac main sail... (it should be easier to manhandle)
I'll take some pics... but basically, I have cheek blocks on the end of the boom, one for normal full main, and the other side in closer for reefing.
The tack side of the boom has a eye for the end of the front reef line, goes thru a grommet (cringle?) and down to a cheek block which leads the tack line to a mid boom cleat (also where the clew reef line goes.)
So I drop the main, ~4' pull on the outhaul, cleat it, pull on the tack line and cleat that, then gather up the middle and tie off (roll) the rest of the sail w/ square knots.... (but the middle 2 lines are not under load, so that can wait till I'm settled again.)
it may not be as fast, but it works everytime...
(and I don't pinch my fingers unjamming a knot)
just be sure the lines won't get jammed on you, when they are whipped about.
As it is my reef lines are pretty long.