These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Harsher in Hindsight: One of the earliest strips is Jeremy musing on how his generation didn't have the life changing events his parents' did (such as the Kennedy assassination and the moon landing). This was before 9/11.
Your mileage is definitely going to vary on that one. Another, less charitable take might be that the strip is a printed slurry of lazy, decades-old stereotypes and a 60-something man's Oedipal Complex.