It's not so much that I like filing points, but if something goes whacky with the ignition I know what to do about at least some of it--if it's a coil, condenser, plug, or whatever, at least it can be replaced or if burned points, they can be filed. But if something goes wrong with the bloody black box, all you can do is replace the thing generally for megabucks...whereas a points file once purchased for a couple of Washingtons can be used over and over and over again--IF need be. So I'm not voting for the fun of filing points (though I've saved my bum by doing so on several occasions with various bits of down equipment) but for the ability to do something when needed that doesn't cost an arm and a leg and requires a dealer to be within striking distance to alleviate a problem.
BTW, I love the bit about your Harley friend turning his magneto to retard its spark to kick start his bike! That's REAL old style technology...The magneto on the Farmall F-12 I had to crank to start when I was a kid was turned on/off/or on full advance with a lever on the lower right side of the tank back-plate. You always lifted it about 3/8" from full run to crank the engine, 'cause if you didn't you could lose your thumb if it was over the crank and it kicked back. Without the mag-twist, I'll bet that old Harley could send a person over the handlebars if it was kicked too slowly!