I was thinking about this the other day looking at a billboard, talking about how Alive/Bob/Carol wasa winner! at the local casino, with a tiny 'play responsibly' box huddled in the corner. I don't have a strong opinion about gambling but I do care about externalities, and I was amused by the idea that some percentage of billboards (reflective of the incidence of problematic gambling) should feature Alive, Bob and Carol losing everything to their great despair, but with the same logo and typesetting choices as the positive advertising.
More seriously, I think first amendment protections for commercial speech are too generous. Game theory tells us that perverse incentives will often win out, and while it's tempting to fall back on caveat emptor it's also a cop out. The reality is that the huge and increasing information asymmetry between organizations and individuals leads inevitably to inequitable outcomes; further, it's entirely predictable that by swamping the recipient of a contract with reading material they'll just go ahead and agree to it because it's not obvious that it will be worth the effort of analysis. I can't remember the last time I read a EULA, and I like reading contracts and legal documents.
Free business idea: a fiduciary AI that parses contracts, simplifies contractual terms for maximum clarity, and rates contracts on their adherence to/deviation from industry norms.