| 1994 | Taped Comedy Central's 'Two Drink Minimum,' one of three separate Comedy Central specials he would record, cementing his profile as a clean, club-circuit headliner. |
| 1998 | Built a residency at New York City's Comic Strip Live and Los Angeles' Laugh Factory, two of the country's most competitive showcase rooms. |
| 2000 | Surpassed 100 college campus performances, headlining rooms at Duke, Johns Hopkins, Carnegie Mellon, Amherst, and Colgate to become one of NACA's most-booked stand-ups. |
| 2003 | Landed television credits on NBC, MTV, Fox, and Lifetime, as well as appearances on Canadian and European broadcast networks, making him one of the few club comics with simultaneous domestic and international TV exposure. |
| 2007 | Delivered keynote comedy sets for Fortune 500 clients including AT&T, Colgate-Palmolive, and Sun Microsystems, establishing a parallel corporate-entertainment career built on intelligent, profanity-free material. |
| 2012 | Launched a comedy coaching practice, working privately with top executives at companies including Bacardi, Pepsi, Red Bull, and SAC Capital to infuse humor into speeches and presentations. |
| 2015 | Listed on Premiere Speakers Bureau as a keynote comedian, formalizing his dual identity as a stand-up headliner and corporate humor consultant. |
| 2021 | Resumed live headline sets at The Comic Strip Live as New York City clubs reopened, drawing on over 2,500 career performances to deliver tight, crowd-ready sets. |
| 2023 | Performed corporate comedy programs for a new roster of Fortune 500 clients while continuing to work college campuses across the Northeast and Midwest. |
| 2025 | Active nationally across comedy clubs, colleges, and corporate stages, recognized by the Premiere Speakers Bureau as one of the country's top comedy keynote performers. |
Rob Weinstein is considered one of the classiest comedians in the country. Known for his clean, intelligent humor, he is a regular at New York City’s and Los Angeles’ best comedy clubs including The Comic Strip and The Laugh Factory. Rob has also appeared on NBC, MTV, Fox, Lifetime, and Comedy Central’s “Two Drink Minimum” as well as on television shows in Canada and Europe. Rob is also one of the most acclaimed acts on the college scene, having performed at over 100 top schools across America. On the corporate circuit, Rob’s credits include shows for AT&T, Sun Microsystems, Colgate-Palmolive and numerous other Fortune 500 companies. If you are looking for a comedy teacher or comedy coaching Rob is also one of the best in the country having helped dozens of America’s top executives infuse humor into their presentations and speeches.