Hard to tell without a conversation, but he and his wife seem fine with their investment choices. If those investments are solid and should serve them well, and neither of them wants to delve into daily stock analysis, there's no reason to change things.

The more important point is his feeling that another 20 years in the corporate world is unacceptable. It's worth exploring the root cause of this sentiment. If there's an underlying problem, it could fester and undermine everything else.

Perhaps it's time to explore a side hustle – something he enjoys that could potentially turn into a business. This could offer a new path while he maintains his current job
.