Pop's little stunt definitely had "old man yells at cloud" vibes. It looked dumb on camera and pretty much backfired because people started booing more
That said, I do think Pop's heart is in the right place. Kawhi is a and did the Spurs dirty, but Pop is probably the last person on Earth to hold a grudge for it.
He helped build Leonard into the player that he was/is, so imagine someone booing your little kid out on the court or field. Maybe it's a bit soft, but it was a kind gesture to show Kawhi he still cares...and if you watch this video, it looks like Kawhi had to wipe away some tears after their little discussion.

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Pop is mean to the media 