The difference between a one-off pickup and a driver who already knows you shows up in small, practical ways: knowing which entrance you actually use rather than the official one, remembering that your usual booking is for two adults and a folded pushchair rather than needing that repeated every time, or simply recognising a regular passenger by sight in a busy arrivals hall. None of that happens on a first trip, which is exactly why requesting the same driver where possible — on a school run, a regular commute, or a recurring business account — tends to make each subsequent journey a little smoother than the last.
For passengers who need a bit more from a pickup — extra time getting to the car, help with a wheelchair or walking frame, patience with young children on an early start — flagging that at booking means the driver arrives already prepared rather than adapting on the spot. It is a small piece of information that makes a real difference to how a journey actually feels, and it costs nothing to mention.