Earlier quoted context omitted.
Oh it absolutely was against policy to short your own stock for just those reasons. At the time I had a restricted stock grant (pre-owned but you 'vest' over time) and ISO options, also vesting. If I had a been a bit more clever I could have sold a 'put' option on all those shares. Not worth as much as actually selling the shares would have been of course. But really there are two points here: 1) People with a lot of…
Selling a put is a long position. If you meant buying a put, I'd assume that's against policy too. Or else that's a really simple loophole. I totally agree with point #1 though. People should be able to diversify their risk.
A 10b-5 plan or similar is the only legally safe way to act during a quiet period.
But trading during a post-IPO employee lockup, when there is no insider information concern, maybe isn't as tight as "the week before earnings release". Seems like it shouldn't be legally. But employers certainly would order their employees not to trade.
There was a nasty loophole/scandal a few years back where people would set up a legal auto-sale plan like "Sell 1000 shares every week", and selectively cancel the plan on weeks they didn't want to transact. I'm not sure what became of that.