The newly out will likely be facing challenging situations with friends and family - so wearing anything that mocks the religion and those still in it is likely to be antagonistic and do little to help with those relationships.
Anyone long out doesn't want and doesn't need to advertise to the world that they were once in, and are just going to get funny looks and feel embarrassed by the time they've finished explaining the meaning to anyone who asks.
So that leaves those who make themselves dependent on their exJW grief, and think it makes them part of some new club rather than it being that they stopped belonging to their previous group. I don't think taking money off people, even those that imagine you're doing something for them, is truly helping them. It's just taking advantage of someone's vulnerable state.
About the only people who would be wearing things like that are high profile activist types. It's a cheap gag to wear on a youtube for self-publicity. The only purpose it serves IMO is as a reminder / suggestion for people to send $$$, and that it's a commercial enterprise.