Again, have to agree with cevad - the younger ones parents buy more often as by the time they get to high school it's old news and has to be something "more" usually (playoff game, celebration, whatever). Travel teams pay a lot to play so shelling out money for images is nothing to them usually.
As for winning, I remember early in my basketball coaching - we didn't have a team photog and it was this teams first year (7th grade, no youth program for b-ball). This group had never won a game - 0-12 in soccer, 0-12 in volleyball, 0-12 for softball, never won youth games in any sport, nothing. I knew this because we started 0-3 and they kept harping on it. So we finish the season on a 7-1 run of course being there first wins, the next year we lose our two top scorers and finish with the same record - both years I never heard the comment "it's been a good year (or winning year) so we have to buy pictures" so much in my life. Every parent wanted them, and every parent bought them. Last year we were not expected to win one game, we went 3-9 and competed in most games - to the parents, big success - everyone bought. The other team, 0-12 blown out every game, half bought. So how, even if losing, the team plays matters at the younger levels as well.
Ok, end of story time, just shot a game in 12 degrees and still not thawed out - brain or body.