Yes a Chip Leader(CL) can still be short stacked. If you are CL you should look at the other stacks left to play and base your push/fold strategy on your opponents stacks. The smallest stack out of you or your opponent left to play is known as "effective stack"
So in your scenario you have the CL, the second largest stack is 10bb. Assuming that all other players have folded and the pot is between the CL and the 10bb opponent, the effective stack is 10bb. Most would consider 10bb to be a short stack, generally against recreational players you can shove all hands in the SB vs the recreational BB if the effective stacks are 10bb or less.