When he was 3 years old, his family moved to a Jewish neighborhood in Toronto, Ontario, where his maternal relatives lived[5][6] (he holds dual citizenship of both countries).

[14] He had also released two new singles, "Blood // Water" (a song about political corruption that would go on to appear on multiple Billboard charts) 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.

[17] 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.

[8][23] 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.

[24] In June 2019, he won the SOCAN Songwriting Prize for his song "Blood // Water",[25] while in September 2019 the singer released A Modern Tragedy Vol.

[27] 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.

In September 2024, it was announced that Grandson would be the opening act for Linkin Park on their From Zero World Tour, their first in 7 years and without former lead singer Chester Bennington following his death.