The best base stealer I ever saw in HBD maxed out his ratings at 96 Baserunning and 99 Speed. In his best season he stole 103 and was caught 3 times. What more would you like him to do?
Considering the state of today's game, a 96/99 player probably shouldn't exist. Remember that HBD seems to be modelled on the style of baseball being played at least 20 years ago.
Point being, IMO, that if this game added Individual stealing - without modifying the current player generation models - base stealing numbers would be ridiculous.