If we believe what they say, we have a very good idea where they both stand. Tom has said that he likes to operate under the first level of the CBT. Code for, "that's our budget." Tom has said that he does not like like term contracts. Jed also said he doesn't like long term contracts. Jed also said that he's a risk averse person. Jed embraces the small market mentality.
If we take them for their word, they are a perfect match, and that's the reason Tom made Jed the president. I personally doubt that Jed is an aggressive guy being held back by Tom's wishes/demands.
From a business standpoint, Tom is likely very happy with Jed's work. Maybe going over the CBT for some odd reason changes his feeling on that? From a baseball standpoint, he can't be happy at all. If Tom decides to go in a different direction with the team president, it's very likely it will not be an aggressive guy that tries to win every year. It will likely be a close to the vest, conservative guy that will manage his budget, and put a decent team on the field. Tom is a profit driven owner, like most of them. Winning is important, but it needs to be done under budget. He is not going to wake up one morning and decide to try to compete with the other major market teams budget wise.