| 2000 | Started performing stand-up comedy in Boston weeks after graduating from high school, building a decade-long regional following before breaking nationally. |
| 2011 | Released the debut album 'So Far No Good', which entered regular rotation on Sirius Radio and introduced him to a national comedy audience. |
| 2015 | Reached the Top 10 on NBC's 'Last Comic Standing' Season 9 and taped a half-hour special for Comedy Central, landing two national TV credits in the same year. |
| 2015 | Released the album 'Are You Mad at Me?' on Comedy Central Records, adding a second title to his Sirius Radio catalog alongside 'So Far No Good'. |
| 2018 | Featured in Season 2 of Netflix's 'The Stand Ups', the curated showcase series that spotlighted emerging headliners to a global streaming audience. |
| 2020 | Released the special 'I Hate Myself' independently on YouTube, where it accumulated over nine million views and became his most-watched work to date. |
| 2022 | Wrote and starred in the feature film 'Fourth of July', directed by Louis C.K., expanding his creative output from stand-up into dramatic screenwriting. |
| 2022 | Released the one-hour special 'This Year's Material' on YouTube, which passed two million views and continued his streak of self-distributed specials outperforming traditional gatekeepers. |
| 2023 | Released the one-hour special 'Enough for Everybody' on YouTube, bringing his total self-released special views to nearly 14 million across three titles. |
| 2024 | Headlined 'The Joe List Tour' across North America while co-hosting two weekly podcasts, 'Tuesdays with Stories!' with Mark Normand and 'The Regz' with Dan Soder, Luis J. Gomez, and Robert Kelly. |