Photo of me holding something I never actually carry, by Gia Cognata

Confessions of a Venmo Voyeur

The secret satisfaction of watching you spend

Sara Benincasa
Published in
15 min readJan 24, 2021

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My Venmo membership is one of the most conveniently creepy aspects of my digital life. My profile is set to private, but to my absolute delight, most of you have a public Venmo profile. And I love watching what you do there.

Like most of my so-called microgeneration — that space between Millennials and Gen X known as “Xennials” or, as writer Anna Garvey memorably termed it in 2015, the “Oregon Trail Generation” — I rarely carry paper money. As far as I can tell, the founders at Venmo (now owned by PayPal) did not intend to create a looky-loo’s paradise when they cleverly responded to a problem they perceived among then-twenty-somethings like my friends and I.

Launched in 2009, when I was 28, Venmo was marketed as an easy way for pals to exchange electronic cash at a dinner where it may have been too confusing to split a check 15 ways. But the popular app doesn’t only exist to help drunk liberal arts majors divvy up the price of a giant Tex Mex Tower at TGI Friday’s, or, if one prefers a livelier evening, go halvsies on an eight ball.

It’s a simple way to tip a nail technician off the books. The same goes for most situations in which an independent contractor’s place of business takes a portion of a tip given via credit card. If you don’t…

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Sara Benincasa

Author, REAL ARTISTS HAVE DAY JOBS & other books. Writer of scripts. Host of WELL, THIS ISN’T NORMAL podcast. Patreon.com/SaraBenincasa