I have to say that I agree with this. I would certainly think that a therapist would know that "leagues" is not an appropriate thing to talk about. Unless he meant what Artley said, where it's a case where maybe *you* don't think you deserve them. But that's not the sense I get from what you posted.

ETA: It also seems odd that he's asking to see photos of them? I've wanted to share photos of various people with Dr. T, and he's often seemed reluctant or unsure how it will help (well, he's been open to photos of D and met H in person briefly--guess he "met" D on Zoom once, too). But I'd feel weird about the photo requests. And there's only so much you can tell about someone by their photo--you'd think a therapist should realize that!