Kennedy actually was very good offensively in 2002, and there were no glove problems with him through 2005.
Looking at '05, when figgins got his most games (42) at second, it does not look like his fielding was what Kennedy had done. Small sample, but probably with Callaspo and Kendrick in the system, they wanted to explore another way to get Figgins in the line up by 2006. that year, he played a lot of CF, but eventually, with Glaus breaking down, they made him the 3d baseman, where he is above average defensively.
Like I said, the Os should be the ones who go after him hard. They don't have to have him shift away from a position he plays well.