Never seen it happen with a broad appeal commercial station.
Playlist size is based on music research. Every station decides at what point does a song become too negative with a segment of the audience to even give it light play.
Think of it as grades in school. If a student got passing grades on 5 subjects, but failed one, do you allow them to go to the next grade? Do they do the year over? Do you require summer school to make up the poor grade? Do you ignore the bad grade because you don't want that kid in your class again next year?
And then all the cut-off grades are arbitrary. Is a 60 passing or failing. Should it be a 70 instead?
My point is that there are a lot of songs in a gray zone. You don't want to play too many, so the ones you do play are slowly rotated and maybe rested every so often so a different weak song can play for a while. But for every marginal song you play, you could be playing a song that scored much higher, even if that song plays more often.
Back in the day, the way to beat the leading Top 40 station was to play the Top 30.