It might be better to place Jay and Silent Bob Strike Back in June 2000.
1. They state in Clerks III that they've been to Hollywood twice. In Scream 3, they're clearly in Hollywood. Not a be all, end all of course, they could simply forget, but preferably character statements should be consistent with their appearances.
2. Milly would have had to be born in December 2001 based on the March 2001 newspaper date. That means, based on her age in Reboot, that movie would be set in December! It does not look like that at all.
3. The newspaper in the movie does not fit with real life days of the week. Despite Clerks and Mallrats being weird about it, this universe does use the regular calendar system otherwise. Newspaper dates in the comics and connected movies actually do follow real life.
4. The Bluntman and Chronic movie came out in Summer 2001. Most statements seem to only reference the release of this movie as happening in 2001, not the whole film. Also, if the main events happen in 2000, that gives time for the movie to go through post-production.
This would actually place the movie from June 21-24, with Scream 3 being set from June 27-30. We never see them leave Hollywood, so it's possible.
It's so weird!! Well, I guess Archie Meets Jay and Silent Bob is a sequel to the Archie/Punisher crossover (that seems to be canon to both Earth-616 and Earth-7642 somewhat).
If it was Jay, then I'd have an issue. Bob is a pretty nice dude in comparison.
