The combination of Kenny and Rick oversee the entire organization. That goes beyond just the 40-man roster. That includes minor league roster construction, coaching staffs, analytic departments, scouting staffs, etc.
The “good” news is I still believe they did a very good job assembling a core that would be ready to compete at a very high level, all in their primes. No easy task and I believe they successfully identified a very strong amount of talent from other organizations to acquire, and found ways to make it happen.
The “bad” news is similar to the Bears who refuse to surround their key pieces (or piece in the current case of Fields) with the necessary talent needed, you have a flawed roster that has their window close prematurely. This includes a training staff that seemingly can’t keep those key investments on the field, as well as a manager who uses philosophies from the late 70’s in 2022. Additionally, when moves like trading Madrigal are made, they have no acceptable replacements ready to fill the void. Awful free agent additions add up to a pretty bad formula.