[waych]

> [1] e.g. because stock sales/purchases are still inexplicably not instantaneous it's conceivable something terrible could happen in the multiday period between purchasing your shares at a discount, and being able to sell them.

I recall participating in an ESPP where each time it vested (each 6 months) ended up being in a trading black out window, where we had to wait until Earnings Release + 3 days before being able to dump the stock. Lost that 15% gain just about every time.

[skellington]

That's relatively rare in tech, but some companies are very touchy about their trading windows. Usually smaller companies, lower floats, lawyers trying to manage insider trading risks, etc..

For larger companies, it's almost always -- ESPP purchase happens, you can sell it immediately.