Never would have worked out.
Belicek wins because he has full control over team operations. He has a specific system in place with a specific philosophy.
Jerry would have walked all over that system, utterly destroying it's effectiveness.
Jerry's "help" would have paralyzed any team building progress by Belicek.
Jones and Belicek wouldn't have made it through a training camp.
In fact, their strategies were polar opposites. Jerry liked to make a splash in the draft, particularly the top round. Before the new rookie contract structure, Belicek felt that the untested 1st round pick were overpaid strictly on potential. Also, the skill players tended to be prima Donna's. He felt that he could always get good value in the 2nd and 3rd rounds. He habitually traded away a first pick for twos and threes..... and next year's first just so be could do it all over again. So it was not unusual for the Patriots to come out of a draft with four or five players just in rounds 2 and 3.
Jerry would ha e gone nuts. He liked to make headlines during a draft. Belicek is loyal only to winning and constantly lost productive players that other teams overpaid for.