The sexual assault issues aside, the concern I have with Bowman is he more or less panicked after the Blackhawks got swept in 2017 and started shooting from the hip which sunk the franchise and probably put them out of a final compete window earlier than they should have been. The Blackhawks did get swept in the 1st round, but they also finished 1st in the Conference that year. Dealing Panarin for Saad was absurd. Bowman wasn't all that bad as a GM prior to this, but flailed basically the second the job got tough.
In ~5 years (assuming Connor/Leon re-sign) the Oilers will be in a similar situation where the core is aged a bit, we won't have premium assets to move, and will need strong management to continue to push this team to the top and not bottom out prematurely. Bowman failed in spectacular fashion when this time came in Chicago.
Jackson has showed through his moves that he is fully aware that he can't leave the cupboard bare and leave the team exposed down the line. Based on this it would surprise me if he targeted a guy that should basically be the poster boy of what not to do when a roster refresh/shuffle is needed.
I hear you. I'm not advocating the guy but due diligence to look at all options. Regarding some of the prospective 'younger' GM candidates, with Darche; Botterill; even Bowman there seems to be an age range of about 47-51ish (same with the internal promotion just done by Washington).
The double edge sword of prospective candidates like Botterill and Bowman is that they've had early, big chair jobs and responsibilities. Have big decisions on their plate with mistakes along with some successes versus those candidates that are relatively 'unblemished' with support level work in good winning organizations.
I would imagine Jackson is drilling down into their thought processes involved with some of these decisions - why made? - what was the rationale? - how did they learn from the situation? Describe their decision making process (are they collaborative, how/if do they use information/analytics to guide them; are they pro-active or re-active; etc.
And of course alignment philosophical to Jackson's core principles will be non-negotiable: progressive/innovative thinker; strong development experience and expertise; information/analytic supported decision making; consensus and collaborative leadership; aggressive and pro-active mindset; adopter of sport science and other leading edge practices, etc.
As outsiders it's going to come down to how much faith one has in Jackson's judgement of this organization's immediate, mid-term, and long-term needs.