After that's fixed, we can start a social media campaign, e.g. the PSF and some popular core devs could tweet about this. Maybe we could produce a blog post explaining how easy it is to create stubs from an installed package and copy those into typeshed? (IIRC Jukka is a little hesitant until some issues with stubgen have been fixed; personally I think we shouldn't wait for perfection.)
FWIW, the next mypy release (in two weeks maybe) should have big improvements to stubgen. I'm going to prepare PRs this week. I can do a quick experiment to estimate how much better stubgen will be after the improvements, and you can decide if it looks substantial enough to postpone the social media campaign.