I started offering a CD with a high res digital image of the individual player on my Youth League envelope last year. It's $25 a la carte, and I include it as part of my 2 most expensive packages. It has been a big seller. I'm in a unique market area where Leagues pay for a basic package of pictures for each player, so I do anything and everything I can to up sell from that basic package.
I also offer a fully retouched high res individual image on my High School envelope, al a carte for $40, or $50 with an 8x10 print of the team picture. Retouching is done via Portrait Professional, and is usually about a 3 minute task. I also offer, a la carte, retouching of the individual image for $10 for any print order. Portrait Professional has paid for itself many times over, and the combination of retouching and the CD has dramatically increased my overall sales averages.
The fact is, in T&I you are rarely going to get much in the way of reorders. We get a few, but not many. It's best to capitalize as much as you possibly can on the original sale.
Randy Brister, Cr.Photog.