I think on paper he has the most assets, but he's also hamstrung a bit by the ownership as well. This is a team who is spending more in line with the division than we give him credit for at times. There are 12 more teams spending more than the Cubs currently, And last year the Cardinals spent about $20m less than the Cubs 2025 actual payroll (the LT number is higher, it should be noted) as it stands today (though this will change over the course of the next few days). The Cubs aren't out here out spending the division like they could/should very often, and they don't get any of the draft benefits for acting this way.
So I think it's fair to state he gets a benefit of assets, the Cubs will probably outspend every team in the division almost every year, but probably also fair to point out that the benefits he gets aren't nearly as realized as they could be due to factors outside of Jed, too. \
My hope is that with an MiLB side of things more consistently producing MLB talent, that the Cubs can better utilize their assets. A big thing they've struggled with up until mid-2024 is that the roster had very little "free" talent; everyone was on post-arb contracts. With PCA, Shaw, Busch, Brown, Horton, and some relievers, they can begin to flush their roster out with pre-arb freebies which should help them utilize the money they still have over the rest of the division.