That feature would definitely be on the roadmap if I keep working on it. Would be really fun to build. But I decided to just start small, and see if this is something people might actually use.
I'm really keen to write a chat app in Go this weekend which matches up similar Reddit users based on common subreddits. I was thinking to host it at chat.youshouldbuythese.com, and use that to drive traffic to the site.