How to say "no, bad! Don't do that" to a superior

I have a strange relationship with a former coach. I played under him at the collegiate level, and have continued making Instagram and Youtube content for the team. Our relationship on the field was largely positive, but it has been strange making web content. He hired a work-study that is studying to be a graphic designer ( I am still a pro-bono videographer) and while the edit is looking nice, I can't get past the backward numbers. Occasionally he posts things like mirrored images or will post an image fit for a vertical posting, horizontally.

I want to tell him to not do these things and to tell his work-study to do the same, but the last time I said something I got some serious sass from him. I think it hurt his ego a bit, and he responded by mockingly messaging me if I knew anybody who needed work (he knows I am not employed yet, though I do have an internship).

Is it worth telling him to not post no-nos like these? With the Spring season approaching, I need all the work I can get and don't want to step on any toes... but it is my alma mater and posts like these are not professional and drive me up a wall.

submitted by /u/memelackey
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