Pearlman was originally employed at
Merrill Lynch in its global technology-services department, only performing magic and mentalism as a part-time profession. After he was allowed to deliver a
corporate entertainment show to upper management within the company, he quit his full-time job at Merrill Lynch to become a full-time entertainer. the
NBC Golf Channel and as a guest on
CBS Sports coverage of
NCAA March Madness. Pearlman won third place in
Season 10 of ''
America's Got Talent in 2015. On January 13, 2020, he returned as a contestant for America's Got Talent: The Champions''.
NBC TV (national) aired a travel show called
Oz Knows in 2018, which followed Pearlman to various tourist attractions where he would perform his mentalism. Pearlman won an
Emmy Award in May 2018 for the show. In July 2023, Pearlman was a featured performer for
ESPY Awards on ESPN. He also made guest appearances on
NBC Today Show on August 23, 2015 and in 2016 and predicted the
Super Bowl result on January 26, 2017. On December 17, 2024, Pearlman was a guest on
The Howard Stern Show. Ten years earlier, in 2014, Stern's guest
Valerie Harper, while discussing her
terminal illness, had privately shared a secret code word with Stern that only the two of them would know, which could be used after her death to prove whether psychics are real. The idea for using a secret word was based on a pact that the illusionist
Harry Houdini had made with his wife Bess in which they promised each other that the first one to die would attempt to contact the other from the
afterlife, using a code that the couple had created to confirm the veracity of any spiritualists or psychics who might claim that they had made contact. Pearlman correctly guessed that Harper's secret word was "curly", greatly shocking Stern. On June 4, 2025, Pearlman appeared on the
Joe Rogan Experience. According to Rogan, Pearlman correctly guessed the ATM PIN code of Rogan's bank account. Rogan appeared visibly disturbed by this and stated "Yeah... that's weird," followed by "Yeah, I don't like that." On November 18, 2025, Pearlman appeared on
The View and revealed host
Sara Haines's real PIN number live on the air. Later, Haines stated that she felt "violated" by Pearlman. "I don't like someone that will sell a human violation for click bait," said Haines. Pearlman even told Haines before the show that he would never share her real PIN number on the air, so he asked her to think of a fake one. Haines called the moment a “little bit of a betrayal”. On December 5, 2025, Pearlman appeared on
The Tonight Show Starring Jimmy Fallon, where he told Fallon to pick someone in the show's crowd. Fallon picked one person, changed his mind and selected another. The first crowd member found an envelope under her chair saying, "So sorry Jimmy did not go with you," and the second one found an envelope reading "Jimmy will pick me." The rest of the audience found envelopes reading "Jimmy will not pick me." Pearlman then asked the crowd and Fallon to picture a celebrity and write it down. Pearlman correctly guessed that Fallon and the entire crowd picked actor
Will Smith. On April 27, 2026, Pearlman appeared on
The Basement Yard with
Joe Santagato and Frank Alvarez, where he guessed a contact from Joe's phone and a childhood friend of both podcasters.
2026 White House Correspondents' Dinner On February 26, 2026, Pearlman was announced to serve as the host of the
2026 White House Correspondents' Dinner. The dinner was held on April 25, 2026, but was interrupted when gunshots were fired, which left the dinner cancelled and necessitated its rescheduling. After comedian
Jimmy Kimmel’s skit on April 24, 2026, where Kimmel roasted the guests, which included a joke regarding First Lady
Melania Trump looking like an “expectant widow,” Pearlman did not appear on
Jimmy Kimmel Live!, where he was to be a guest on April 27, 2026. ==Book==