The two episodes were pretty similar in the idea they were putting out there (Bart being bad at school, something to do with Martin).
The first season was only 13 episodes long (with only one airing in '89), so the difference between season one and season two in terms of when they aired was pretty tight, a January to September kind of time frame.
They blew up fast, so everything gets a little muddled. I think you’re right about that phrase, though. I seem to recall seeing it on shirts in the summer between seasons 1 and 2.