Years ago, I bought a piece of art from an Art-o-mat vending machine at the Exploratorium in San Francisco. Since it was not possible to choose the artwork, it was a pleasant surprise that the piece I got was a small collage including the unmistakable eye of Mona Lisa. That piece of artwork sat on my shelf (mysteriously staring at me) until COVID-19 caused a very necessary bout of spring cleaning and I decided it was time to track down the artist. As it turns out Jennifer Wilkin Penick lives in Washington D.C., but was in San Francisco on a 6-month-long sabbatical when I contacted her! While the pandemic made it impossible to meet, Jennifer and I got to do this interview, which touches upon her art practice, living in Rome and her favorite parts of Italy.