| 2005 | Became a regular at the Comedy Cellar, Gotham Comedy Club, and Carolines on Broadway, building his reputation as a mainstay of the New York City club scene. |
| 2012 | Appeared on FX's 'Louie' and Comedy Central's 'Inside Amy Schumer,' two of the highest-profile stand-up showcase vehicles of the decade. |
| 2015 | Made his debut on 'The Tonight Show Starring Jimmy Fallon,' his first national late-night stand-up set, which he followed with multiple appearances on CBS's 'The Late Show'. |
| 2017 | Contributed fashion commentary as a regular writer for US Weekly Magazine's Fashion Police section, expanding his media footprint beyond stand-up. |
| 2019 | Appeared at the Montreal Comedy Festival, performing on one of North America's most competitive international showcase stages. |
| 2020 | Served as co-executive producer and head writer on Leslie Jones's ABC revival of 'Supermarket Sweep,' which premiered and became a breakout hit for the network. |
| 2021 | Collaborated with Leslie Jones on the MTV Movie and TV Awards and NBC's New Year's Eve live broadcast from Times Square, appearing alongside her as writer and performer. |
| 2022 | Featured in TruTV's 'TruInside' episode spotlighting the world-famous Comedy Cellar, where he appears as a regularly featured performer. |
| 2024 | Traveled internationally with Leslie Jones as touring writer and performer, taking the partnership built on 'Supermarket Sweep' to live audiences around the world. |
| 2025 | Continued headlining the Comedy Cellar, Gotham Comedy Club, and New York Comedy Club while cementing his standing as one of New York's most reliable club headliners over a twenty-year run. |