yes, but that was to cover money on his contract the Penguins could not pay at the time the Penguins were close to folding. But now giving a player stock options would be considered cap circumvention
Obviously there are ways around that how would they determine if a player was not promised something before if hired for coaching or any part of the organization after their career is over
A player can obviously be hired as a coach. But if he's hired as a coach an is getting 10x more than a coach would be getting, the league would investigate and almost assuredly determine it is cap circumvention.