[2] He worked professionally as a soprano saxophonist in Arizona; Hilton Head, South Carolina; and Japan[2][3][4][5] and as a union organizer.

[1][7][8][9][10][11] While at WGMC, Crane interviewed over 200 jazz musicians including Claudia Acuna, Ben Allison, Karrin Allyson, Billy Bang, David Berkman, Gene Bertoncini, Bill Bruford, Jack DeJohnette, Kahil El'Zabar, Marty Erlich, Wycliffe Gordon, Benny Green, Fred Hersch, Bill Holman, Charlie Hunter, Norah Jones, Don Lanphere, Joe Locke, Les McCann, Bobby McFerrin, Ben Monder, Jane Monheit, David "Fathead" Newman, Houston Person, Bobby Previte, David Sanborn, John Scofield, Curtis Steigers, Tierney Sutton, Cuong Vu, Bobby Watson, Fred Wesley, Matt Wilson, and Nancy Wilson.

During that time, he contributed articles to the website All That Jazz and worked as union organizer for Unite Here in which capacity he was transferred to Albany, New York.

[16] In 2011, crane published a poetry zine called Daylight Robbery[17] and had his Twitter account recommended in Culture Monster, then the arts-and-culture blog of the Los Angeles Times.

In response, he executed a crowdfunding campaign and struck out on an interview tour for The Jazz Session during which he also presented local readings of his poetry at tour-stops in the US and Canada.

There he was manager of Webster's Book Store and Cafe where he founded and organized Open Mike Poetry, a weekly poetry-reading series.

While living there, he produced First Laughs with Jason Crane, a podcast that chronicled his own efforts entering the field of stand-up comedy.

[29] Crane stated that in 2020, after having moved back to Tucson, his romantic partnership ended resulting in his decision to begin a nomadic period of van life for which he created an Instagram series called Vanarchism.

[41][42][43] In 2020, Crane published a series of short podcast episodes called 3 Minutes of Buddhism which is used as an online educational tool for Northeast Religious Resources in the United Kingdom.

[34] Crane graduated high school in 1991 from Canandaigua Academy, then traveled to Japan as an exchange student sponsored by Rotary International.