# Jon Cattivera

> Jon Cattivera is the founder and CEO of Sleepless Media, a design agency founded in Santa Cruz in 2003, and the singer, guitarist and songwriter of Time Spent Driving. His career connects punk music, web design and branding, with additional involvement in outdoor hospitality through Breathing Trees and Tree Tents USA. He lives in the Santa Cruz Mountains in California.

- **Role:** Founder + CEO at Sleepless Media
- **Organizations:** Sleepless Media, Time Spent Driving, Tree Tents USA, Breathing Trees, ArtRock Recording Co., Sessions Records, Peet’s Coffee, Fury 66, Crucial Unicorn, Gentlemen of Japan
- **Nationality:** American
- **Known for:** Built Sleepless Media from a home-based design practice launched in 2003 into an agency serving clients locally and internationally., Early agency projects included websites for Washburn Guitars and Santa Cruz skate, snowboard and surf brands., Sleepless Media’s current services include Shopify Plus design and development.

## Career timeline

- **Before 2003** — Worked as a shift manager at Peet’s Coffee on Pacific Avenue in Santa Cruz, then volunteered and worked full-time in the record-label department at Sessions, handling sales, marketing and design.
- **Late 1990s** — Helped establish Time Spent Driving after playing in earlier punk bands; public accounts vary between 1998 and 1999 for the band’s beginning.
- **2002** — Time Spent Driving released Just Enough Bright, produced by J. Robbins.
- **2003** — Founded the design business initially called Sleepless Design, soon renamed Sleepless Media.
- **2006–2009** — Played in Crucial Unicorn; described these approximate dates in a 2015 interview.
- **2009–2011** — Played in Gentlemen of Japan; described these dates in a 2015 interview.
- **2012** — Time Spent Driving reformed.
- **2015** — Time Spent Driving released Passed & Presence through Cardigan Records.
- **2018** — Marked Sleepless Media’s fifteenth anniversary, describing a staff of about 12 and hundreds of completed websites at that time.
- **2020** — Time Spent Driving released Estrangers, Vol. 1.
- **2023** — Time Spent Driving released the full Estrangers album on November 3 via Negative Progression Records.
- **2026** — Time Spent Driving released Lost Leaves via Thirty Something Records and revisited Just Enough Bright with a new mix by J. Robbins.

## Achievements

- Built Sleepless Media from a home-based design practice launched in 2003 into an agency serving clients locally and internationally.
- Early agency projects included websites for Washburn Guitars and Santa Cruz skate, snowboard and surf brands.
- Sleepless Media’s current services include Shopify Plus design and development.
- Co-created a sustained recording career with Time Spent Driving, including Just Enough Bright, Passed & Presence, Estrangers and Lost Leaves.
- Time Spent Driving toured the United States and Europe and appeared on video-game soundtracks.

## Latest updates

- **2026-10** — Discussed Lost Leaves, new demos, prospective shows, a planned seven-inch release and the possibility of more live music at Breathing Trees in an October 18 interview.
- **2026-08** — Time Spent Driving released Lost Leaves on August 21 via Thirty Something Records.
- **2026-04** — Appeared on Part-Time Rockstar to discuss music and running Sleepless Media.

## Links

- Website: https://www.sleeplessmedia.com/
- LinkedIn: https://www.linkedin.com/in/joncattivera

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Profile page: https://yespress.io/jon-cattivera
Published by YesPress — https://yespress.io
Last updated: 2026-10-24