In the final issue of ARCHIE, #666, Archie has reached a new record of 666 detentions (does the Guinness Book of World Records know about this?). That's quite an accomplishment, considering there are only 180 days of school each year, for a total of 720 days of schooling to complete a High School education. That means that out of those 720 days, there were only a maximum of 54 school days (spread over four years) that Archie didn't receive a detention (unless he's racking up multiple detentions in a single day -- but then how can he possibly serve all those detentions in the same day?) I suppose the Bee could have been really worked up on a number of occasions over a single incident, and issued multiple detentions as a result of that one goof-up. Archie's so habitual though, that you'd think the Bee would have just given up on trying to give him detention (he obviously is FAR past learning any valuable lessons as a result of the punishment, and each time Archie pulls a detention, he's punishing a RHS teacher by forcing one of them to stay and monitor the Detention Room) -- but he can't, because then it sets a bad precedent and example for the rest of the school.
Unless Mr. Weatherbee can somehow recall all 73.5 years (at the time he reached #666) that he and Archie have been in school together. If that's the case, then Archie can breath a sigh of relief, knowing that his 666 detentions were accumulated over 13,230 school days, or an average of 1 detention every 20 school days (every 4 weeks). Despite that, 666 has to be an exaggeration of the number of Archie stories where he received a detention. While that's only one a month, and there was a time when ACP published more than 20 titles featuring Archie and the gang, I doubt you could really find all 666 detentions by scouring all the stories and adding them up.
And yet he still entertains hopes of graduating from Riverdale High. Unbelievable.