Stallman's critique of software, hardware, and services as tools of social control has only become more relevant over the years. Can you imagine his search records being rifled through by a government investigator? Or his Facebook profile being examined by an employer? No, because they don't exist. Nor can you imagine his computer being locked by a bootloader that only allows "Genuine Windows".
He's not concerned about looking weird. For certain audiences this is a disadvantage. But he is concerned about tying his computing down to his core philosophy. He did it so well that you can almost hear him when he's not in the room. We should all be such effective weirdos.
At some level we have to trust a substrate of computing to get anything done. Stallman's work to make that substrate as trustworthy as possible was very farsighted.