Like many once-angsty teenagers, I rarely pay attention to communications from my high school. But a couple of weeks ago, a missive from the institution landed in my inbox and caught my eye.

“Venmo Us!” the subject line read, with instructions for how to send the organization a donation through the mobile payments app. (It’s a private school.) I typically reserve Venmo, which allows friends to easily transfer money to one another, for things like paying for drinks or a restaurant bill. So I felt a little bit uncomfortable with the idea of…
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