In the early 90s, Stroffolino left Philadelphia to attend the University of Massachusetts-Amherst and SUNY-Albany, receiving a PhD in 1998 with a dissertation on Shakespeare's middle-comedies. In the meantime, he published Cusps, Light As A Fetter and Stealer's Wheel, performing his work from the Lollapalooza tour alongside Jeffrey McDaniel and David Baratier to SUNY-Buffalo's New Coast Conference. Stealer's Wheel was praised by John Ashbery and James Tate, and Graham Foust wrote that "there's more of what's great in Ashbery and Tate in than there is in most Ashbery and Tate." Stroffolino's early mentor was John Yau. In the 21st century, Stroffolino published Scratch Vocals, Speculative Primitive, and An Anti-Emeryvillification Manifesto.
Music
Silver Jews
Stroffolino joined David Berman and Steve Malkmus to play on The Silver Jews' American Water; his keyboard and trumpet can be heard most prominently on "The Wild Kindness" and "Random Rules". A longtime busker, this was Stroffolino's first experience in a studio.
In 2000, Stroffolino collaborated with conceptual artistChristine Hill, and recreated Anne Sexton's rock band for the Poetry Society of America; and. With the band Volumen he contributing to the soundtrack of Esther Bell's Goddass. In the wake of the 9/11 attacks, he returned to the style of his first book with his controversial piece, "You Haven't Done Nuthin'", a rant-like poem often performed backed by a loud improvising rock band. In 2005, he toured the United States and Canada with Continuous Peasant and rejoined Silver Jews on stage in 2006 and 2008. Stroffolino's one-off topical songs have appeared in Raw Story and The Thom Hartmann Show. In 2010, Stroffolino released his first solo album, Single-Sided Doubles, on Pop Snob Records, as a vinyl/CD hybrid. In 2013, his piano playing and singing caught the attention of American film director and screenwriter Jeff Feuerzeig, who began videotaping Stroffolino on the piano during "street sessions" while Stroffolino performed out of a van that he lives in. Feuerzeig also decided to make an "instant record" of Stroffolino performing, resulting in a 12-track album, The Piano Van Sessions. Feuerzeig's agent has heard Stroffolino's record and story, and began representing him.
Cultural and literary criticism
After co-editing, with Lisa Jarnot and Leonard Schwartz, An Anthology of New Poets for Talisman House in 1998, Stroffolino published a critical edition of Shakespeare's Twelfth Night with Daniel Rosenthal ; the next year saw a collection of literary criticism entitled Spin Cycle. Critic Charles Altieri admired the populism of Spin Cycle's essay "Radical Dogberry" essay, while the American Book Review praised this collection for holding out an olive branch between the various warring factions in the literary world, especially in the essay "Against Lineage" essay, adding "but sometimes that branch seems to be on fire". More recently, Stroffolino has published music and culture criticism in The Big Takeover, Kitchen Sink, Viz, and Caught in the Carousel. In 2011, Self Portrait As Silver Jew was released as an e-book. A recipient of a 2001 NYFA Grant, and a 2008 grant from the Fund For Poetry, Stroffolino was Visiting Distinguished Poet at St Mary's College in Moraga, California from 2001 to 2005. He is the subject of a Contemporary Authors monograph. Although Stroffolino has curtailed activities after a bike accident left him permanently disabled in 2004, he has done stints at Mills College, San Francisco Art Institute, University of California, Berkeley and Laney College.