More Whimsical OEIS Sequences

The edit history of the “nonsense sequence” makes for painful reading.

https://oeis.org/history?seq=A133451&start=0&n=30

For the first mentioned sequences based on fonts, what's the first number in the sequence that has less digits than the previous number?

Can somebody explain what "less" keyword means? I'm asking for a friend.

https://xkcd.com/2016/