Benjamin began releasing music under the pseudonym grandson in late 2015. In 2017, he was signed to
RCA Records, and continued releasing singles, including "Best Friends" and "Kiss Bang". He had also released two new singles, "
Blood // Water" and "Thoughts & Prayers", which offered a critique of
American gun laws in the wake of the
shooting at
Marjory Stoneman Douglas High School in
Parkland,
Florida. He released his first EP on
Fueled by Ramen,
A Modern Tragedy Vol. 1, in June 2018. That EP also featured the song "6:00" which discussed
police brutality. Also in June 2018, grandson was featured on
Mike Shinoda's song "Running from My Shadow", taken from his debut album
Post Traumatic; the track was released also with an accompanying music video in May 2018. Throughout 2018, grandson toured with acts like
Hobo Johnson,
Joywave,
Nothing But Thieves,
Smashing Pumpkins, and
Young the Giant. He also appeared on an episode of
Late Night with Seth Meyers in August 2018, performing "
Blood // Water". In February 2019, he released a new single, "Apologize", and announced his second EP,
A Modern Tragedy Vol. 2, which was released on February 22, 2019. In late May, grandson released a cover of
Rage Against the Machine's "Maria", a song featured on the 1999 album
The Battle of Los Angeles. In June 2019, he won the
SOCAN Songwriting Prize for his song "
Blood // Water", while in September 2019 the singer released
A Modern Tragedy Vol. 3, the final installment of the
Modern Tragedy trilogy; the record features the lead single "Rock Bottom", which peaked at No. 38 on the Canadian Rock Chart. On September 23, 2020, Grandson announced on his Facebook page that his debut full-length album
Death of an Optimist would be released on December 4, 2020.
Death of an Optimist is Grandson's debut album, being his first record to have a heavier tone since the release of the last
A Modern Tragedy Vol. 3. He announced a new album, ''
I Love You, I'm Trying'' in May 2022, and it was released in May 2023. In September 2024, it was announced that Grandson would be one of the opening acts for
Linkin Park on their
From Zero World Tour, their first in 7 years and without former lead singer
Chester Bennington following his death. In a reply to a fan's tweet on Twitter on May 30, 2025, Grandson revealed he was now an independent artist. On May 30, 2025, Grandson announced his third album,
INERTIA, teasing it with the tagline "It's Never Enough Rest, Tomorrow Is Approaching", through his independent label, XX Records. The album was released on September 5, 2025. ==Discography==