The success of Noisewater brought Timmy a recording and management contract, and along with that, a one-way ticket to Hollywood. Though things didn't go as planned with the management company, Timmy fell in love with life in Los Angeles. The home to a huge amount of his major influences, from The Beach Boys and Eagles to Phantom Planet and Weezer, Southern California had informed his music long before living there. But now he was presented with the chance to live out his lifelong dream as a true Angelino musician.
2013 found Timmy Sean in California without a band, but with the help of his longtime friend and fellow East Coast-transplant keyboardist/vocalist Frankie Pedano, who was already a staple in the LA music scene, that didn't last long. Timmy Sean & The Celebrities were quickly formed in the summer of 2013, releasing the East Coast Girls EP later that year. The EP was co-produced by Timmy Sean and multi-platinum producer/engineer Kenny Gioia (Hall & Oates, American Authors, Mandy Moore, Ingrid Michaelson).
Los Angeles also presented Timmy with a number of opportunities that can only happen in the entertainment capital of the world. A career highlight came in 2014 when Timmy was selected to perform on stage before his musical heroes, Weezer. Following Timmy's performance, Weezer surprised a completely unassuming Friday afternoon crowd on Venice Beach with a full concert. The event was featured in a series of Kia commercials in 2014 and 2015, including interviews and performances from Timmy.

In addition to shows with The Celebrities, Timmy Sean began freelancing as a drummer, bassist, and guitarist outside of his own music and The Mahoney Brothers for the first time in his life in 2014. Since then, Timmy Sean has shared the stage with a diverse list of musicians and entertainers including Mark McGrath of Sugar Ray, Bret Michaels of Poison, SNL alum Will Forte, Blues Brother Jim Belushi, Academy Award Best Actress nominee Minnie Driver, and what Timmy calls his favorite credit: drumming for Mr. Belding from "Saved By The Bell," the late Dennis Haskins.
With a career as both a solo artist and a hired-gun musician blossoming, Timmy decided to pull together a new band featuring some of the most accomplished young musicians he had befriended in Los Angeles. After spending several years putting aside material he deemed too electronic or "out of place" with The Celebrities and his solo material, he would use this new line-up - with a list credits including everyone from Kesha to Prince - to bring the Michael Jackson-influenced synthpop/funk project Sir Video to life.

Sir Video released a pair of EPs in 2014 and 2015 on Timmy's own newly formed label Noisewater Records. Light Years EP and Young As The Night EP both re-teamed co-producers Timmy Sean and Kenny Gioia from The Celebrities' East Coast Girls EP. The retro-futuristic inspired project finally made its live debut at a sold out show at Swing House Studios in Los Angeles, appropriately enough on the exact date that Back To The Future's Marty McFly time-traveled to from 1985: October 21, 2015.
Even with the release of three EPs and a number of singles in the span of just over two years, Timmy was still sitting on a large pile of uncompleted music of all different styles and genres in 2015. With a desire to both give himself deadlines to complete all of this music, and also to find a fresh and creative way to share this eclectic collection of songs (a collection that seemingly didn't lend itself to a cohesive album), Timmy teamed with online music retailer Bandcamp to use these tracks to help introduce their new Artist Subscription service. He committed to release 52 new recordings to fan subscribers, one song a week for an entire year. Though the project led to many late sessions and sleepless nights, he met his goal of not missing a single week's deadline, all the while still developing Sir Video and working steadily as a drummer, bassist, and guitarist. And despite his early reluctance to compile them in this form, an album version of this "Songs Of The Week" collection would later be released as Weeks, featuring tracks mastered at the legendary Abbey Road Studios in London in 2017.

Timmy spent the next few years splitting his time between his work as a highly in-demand multi-instrumentalist, and bringing Sir Video to stages around the country. Highlights with Sir Video include an east coast series of shows featured in a full episode of the Emmy Award winning PBS television show On Tour, performances at some of Los Angeles's most iconic venues including The El Rey Theater, The Viper Room, and at Lou Adler's world famous Sunset Blvd. theater The Roxy, where Timmy worked with Coachella founders Goldenvoice Productions to pair his heavily 80s-influenced band on a bill with new wave legends The Fixx.

Though Sir Video had success entering the world of commercials with a series of Alcatel Mobile phone ads featuring the band, signing Young As The Night to the renowned music sync and licensing company Hitcher (now a part of Pulse Music Group), and releasing an anthem for the Dodgers World Series-bound 2020 season The New Champions, Timmy put together a new Timmy Sean & The Celebrities line-up for a number of live opportunities in 2018 and 2019.
The new Timmy Sean & The Celebrities, featuring members of Sir Video and a number of friends Timmy had made in Los Angeles in the previous half-decade-plus including Fernando Perdomo (Echo In The Canyon, Jakob Dylan), made their live debut in late 2018 supporting founding member of The Beach Boys and Rock And Roll Hall Of Fame member, Al Jardine. That show also served as a single release party for a new single from an album that would later take shape as A Tale From The Other Side.