Career
Thiel Fellowship
Having taught himself computer programming from online courses at Stanford, starting at the age of 13, LeGate stated in a 2011 interview that he had always had a passion for entrepreneurship. Throughout high school, he created over a dozen iPhone applications which were being used by 1 in 12 American teenagers upon his graduation.
His early success caught the attention of billionaire PayPal co-founder and investor Peter Thiel who awarded LeGate—then aged 18—with a Thiel Fellowship—a $100,000 (USD) grant given annually to around 20 people under 20 years of age on the condition that they drop out of school in order to pursue an entrepreneurial path.
Imagination Research Labs
At age 14, LeGate created an iOS app development company called Imagination Research Labs, after teaching himself how to code in Objective C.
Ponder
Toward the end of his Thiel Fellowship, LeGate began creating the Ponder mobile application, of which he was listed as co-founder and CEO. The New York Post dubbed Ponder the "anti-Kardashian" photo sharing app, with Teen Vogue adding that Ponder is "drama-free. No trolls, bullying, or negativity. Just cool photos & videos."
Tinder co-founders Sean Rad and Justin Mateen both invested in the app, and Justin's brother Tyler Mateen was a co-founder of Ponder.
GoodPillow
In February 2021, American anti-gun violence activist David Hogg announced that he and LeGate would start GoodPillow to compete with MyPillow, whose CEO Mike Lindell had spread unsubstantiated claims of voter fraud as a staunch supporter of former President Trump. GoodPillow originally started out as a Twitter joke by LeGate. In April 2021, Hogg announced that he had left the company to focus on his education.
In June 2021 the company tweeted that "the first Good Pillow has arrived from the factory." The company committed themselves to progressive causes, promising to have their pillows made in Texas by workers earning a living wage.
In April 2022, news leaked that GoodPillow and Pillow-Fight had agreed to a merger.
In May 2024 LeGate announced that he resigned his position as CEO from GoodPillow in Q3 of 2023 after the Board of Directors "willfully & unlawfully continued withholding wages owed to multiple contractors/employees — which goes DIRECTLY against the founding ethos of GoodPillow and federal law."