Why? Jerry and Howie are the only 2 GMs that have the situation they have. They both essentially have lifetime job guarantees as GM.....Jerry gave that job security as GM to himself as the owner, and Howie was given that security by HIS owner. That security allows Riseman to make long term decisions (like exploding the team to create a 3rd SuperBowl window under his watch).... whereas other GMs (except Jerry) have to make short term decisions for fear of losing their jobs.
The only difference between Howie and Jerry, is that in this century Howie has used his unique job security to put 3 different groups of players into the SuperBowl, and Jerry has used HIS unique job security as GM to maximize profit and to eek into a couple of divisional playoff games where they suffered national public embarrassment
So. When Jerry croaks...Stephen won't need Howie, he will just make himself GM just like daddy did, and give himself the same bullet proof job security as GM that Howie and Jerry currently have.
That should go well.