Trump went on about Hillary’s mail and made it a big thing for political points, not because he was particularly caring or didn’t have infamously bad opsec when he got in.
You lead dev trusted himself more than the team. He was probably right.
The parallel is senior leaders ignoring secure communication rules that their rank-and-file must follow. Hillary's email server did not immediately spring to my mind.
Edit: Its safe to say that this story involves multiple levels of hypocrisy by the current administration.
You're correct that Trump's entire cabinet are hypocrites and they deserve to be raked over the coals for this and have their past statements thrown back in their faces. At this point there's no reason to believe Trump or anyone in his circle ever saw the email scandal as anything but a cudgel with which to rhetorically bash their opponents.
But the problem with them being hypocrites in this regard is that it follows from them doing the same thing Hillary did, and in that case the "fair" way to punish them would be the same way she was punished, which is not at all. So I don't see any real accountability ever coming from this beyond maybe trump firing a couple of sacrificial lambs from his administration.
Trump went on about Hillary’s mail and made it a big thing for political points, not because he was particularly caring or didn’t have infamously bad opsec when he got in.
You lead dev trusted himself more than the team. He was probably right.