The obvious answer I always give is I don’t care, I have no special insight into the question, but want a solid process.
Bring in a search firm to contact numerous candidates around the league to gauge interest. Perhaps collect some application information about them.
Assemble a group of experienced consultants from diverse backgrounds throughout baseball. I literally don’t care if LaRussa is one of them, but several of them should be independent of the White Sox organization.
Conduct a series of interviews. Gauge their interest, their goals, their philosophy, their experience, their background, their reaction to the current state of the White Sox.
Make sure your group of candidates is actually diverse, not pale white. These are GM candidates not Sox.
Narrow your candidates down and conduct legitimate, professional background checks.
Perhaps conduct a series of interviews with final candidates.
Your final decision is then made after full consideration and open discussion amongst your panel members. The owner should be involved in these discussions at some point but they should also be given time to voice opinions when he is not present so as to avoid undue influence on the process.
Offer the best candidate a detailed 5 or 6 year deal with a competitive salary and well defined expectations, along with clear goals and evaluation targets that are tough but also fair.
I don’t know that Ryan Poles is the best GM in football, but the Chicago Bears followed this process 2 years ago and they’re not a model of management effectiveness. If they can do it, anyone can.
Its not only how a professional billion dollar business would conduct these matters, it also sets a professional tone throughout your organization and makes your business operations look good.