It's funny hearing you call the Simpsons family-friendly, as they were often pointed at as a sign of eroding values at the time, even getting heat from the President. But yeah, it's relatively tame compared to tv these days, and a lot of stories are grounded in actual lower-middle-class concerns.
I don't think it'd be worth going through the entire run; I'm sure there's a medium article somewhere charting the ups and downs of the later seasons and you could cherry-pick. I stopped keeping up around season 16/17 and have watched the occasional episode since, and it definitely seems like it's in more of a holding-pattern these days, whereas there were some real dire misses during the show's teens. Personally, I think season 8 is the last good/great season (I'm with a lot of people who consider Armin Tamzarian the jump-the-shark moment); I'm currently through a very long, latent rewatch (I started with season 1 when Disney+ dropped, two years ago), and in the middle of season 7 I can see the writing on the wall.
It's definitely better than a lot of tv even at its worst, and I know a lot of people younger than I have fond memories of the later seasons; lots of jokes from seasons 10+ are enduring memes on their own.