The only trouble with selling lottery items like software and systems is they're either already over promoted on google and very often skating the edge of scam or books that have been on amazon for years, where you can sell a thousand dollars worth and not see a check because they pay so little per sale.
What you would have to do would be to negotiate private deals with some of the more professional authors, perhaps whose software you use yourself and wouldn't mind doing a little personal tech support for members who bought through you.
My favorite area of Lottery Players Magazine was the classiffied ads. About the only thing lottery players spring for is new ideas, though selling such in a forum presents problems if the items come up for discussion or revelation.
Let's face it, the only thing lottery players really want are the winning numbers before the drawing.
The only clothing items I have with vendor logos on them I won through sweepstakes, I wear them to paint the house, etc.
There isn't a lot of additional merchandise that lends itself to lottery player's needs beyond a few trinkets such as shakers, scrachers and good luck pieces. Hardly worth the trouble to pack and ship. People selling the joke scratch tickets, should be tarred and feathered by their victims.
This leaves the area of non-lottery related merchandise which consists of the entire world outside of lotto. In general fewer sales are generated from sites unrelated to the items offered. For example the lobsters being sold on today's banner ad won't find many takers here, though I'd be happy to stand corrected. BobP