Trae Young is under contract for $46M this season and $49M next. Then he is a UFA and will probably get even bigger money. That would be $195M for just 4 top players (Tatum, Brown, White, Young) in 2026-27. All the other 10 or 11 contracts would need to be minimum or close to that.
You shouldn't turn Simons' contract into an even bigger contract. You need to do just the opposite (ideally). And we need more contracts like Pritchard ($7,767,857 in 2026) and Hauser ($10,848,215 in 2026), not fewer. This is where team depth comes from. Better to trade Simons for multiple players each making say $8M to $15M. Taller versions of Pritchard and Hauser ideally.
I think Young is a good player, just not what BOS needs.