[Lammy]

That’s fine as long as you are able to keep that position but leaves you increasingly vulnerability to chance events as the years pass. Entire companies have imploded despite being made to appear healthy, like Enron. A personality conflict with one well-connected person could have them try to push you out. Any number of things. If two hypothetical people competed in the job market with similar skill sets but a twenty year age difference I know which one I’d expect to see hired first.

I’m sure that’s not actually true for you anyway since it would be really hard to not gain an immense breadth of knowledge from twenty years of constant industry exposure. Breadth might not pay as well as depth, but you probably aren’t giving yourself enough credit if it felt so gradual.