Well, from an outside-in view, Cherington and Theo did not have the power and role that DD is having right now. LL was more likely what DD is right now, and he deserves most of the credit/blame of our success and failures in recent years. The other day I saw him in an interview with the people of NESN when he was officially inducted to the HOF-- btw the only time I have had the opportunity to listen this Sr-- and he seemed to me a very polite, educated an intelligent man, not sure why some people hated him at the time.
Said that, I really like that DD is running this team. We needed this kind of profile. I think that he has the seniority, personality and background to lead us to a new success. Time will tell, though.