I overlapped a bit with Chad in 2015, as he was navigating a professional transition. I wasn't in an especially high role back then- just a guy in the back of the room.
In the times I saw him since, I consistently saw someone who thought hard every day about how to help others, and didn't lose sight of the human element. Sentry worked hard to create a viable business, without losing sight of open source goals. (you can see some of his efforts at https://blog.sentry.io/authors/chad-whitacre/ )
I tell my younger colleagues to do the best work they can sustainably do... but too often in this field, the big roles become too intense to be sustained forever. I hope his new role shows him the same warmth and support that he tried to put out there for others.