I actually didn't like Ash's DP team in the early Sinnoh era. When Ash only had Turtwig, Aipom and Staravia for like the first 50 eps of DP, I was bored out of my mind. I thought it was the most boring team in the series. It wasn't until Buizel, Chimchar, and Gligar joined, and then when Turtwig started going through development that I began to like it.
On an opposite note, I actually liked Dawn's team more in the early DP era before we realized Piplup/Buneary would never evolve and when Ambipom was still there. It seems like the writers actually had potential for Dawn's team back then, almost as if she was going to capture a lot of pokemon, but then they suddenly stopped. Cyndaquil/Togekiss were just thrown in there as last minute pokemon just to fill up her team and then her first 3 pokemon remained stagnant for the rest of the series.