| 2013 | Broke through on the stand-up circuit with appearances on Adam Devine's House Party and Comedy Underground with Dave Attell, building a reputation for raw, confessional material well before a national platform arrived. |
| 2014 | Joined the cast of Saturday Night Live at age 20, becoming one of the youngest cast members in the show's history and gaining a national profile through MTV's Guy Code, Wild 'n Out, and a guest spot on Brooklyn Nine-Nine. |
| 2015 | Participated as a roaster on Comedy Central's Roast of Justin Bieber, drawing widespread attention for a set that balanced genuine edge with self-deprecating charm. |
| 2020 | Co-wrote and starred in Judd Apatow's semi-autobiographical film 'The King of Staten Island', drawing on the loss of his firefighter father to deliver a performance nominated at the People's Choice Awards for Comedy Movie Star of the Year. |
| 2022 | Departed Saturday Night Live after eight seasons, closing a run that spanned multiple cast generations and produced some of the show's most-discussed Weekend Update appearances. |
| 2023 | Starred in and executive produced 'Bupkis' on Peacock, a semi-autobiographical comedy series that drew directly from his upbringing, mental health journey, and Staten Island roots. |
| 2024 | Released the Netflix stand-up special 'Pete Davidson: Turbo Fonzarelli', then took new material on the road with the 'Prehab Tour', performing across more than 30 cities in the United States. |
| 2025 | Performed alongside Jon Stewart and John Mulaney at UBS Arena, demonstrating his standing among comedy's top headliners in a three-comic bill that sold out a major arena venue. |
| 2026 | Launched a 30-plus city North American stand-up tour built around signature self-deprecating material, threading mental health, relationships, and his Staten Island upbringing through a full headline set format. |