| #101 | Lewis Hilsenteger | 5 | entrepreneur, podcast host | 4/30/2016 |
| #102 | Luis J. Gomez | 5 | comedian, podcast host | 9/24/2024 |
| #103 | Matt Fulchiron | 5 | comedian, podcast host | 11/13/2014 |
| #104 | Maynard James Keenan | 5 | musician, producer | 10/25/2022 |
| #105 | Ms. Pat | 5 | comedian, public speaker | 4/28/2023 |
| #106 | Phil Demers | 5 | conspiracy theorist, environmentalist | 1/7/2021 |
| #107 | Reggie Watts | 5 | musician, comedian | 10/12/2023 |
| #108 | Ron White | 5 | actor, comedian | 1/16/2024 |
| #109 | Shane Dorian | 5 | athlete, explorer | 10/26/2023 |
| #110 | T.J. Dillashaw | 5 | athlete, trainer | 1/31/2019 |
| #111 | Tait Fletcher | 5 | actor, entrepreneur | 11/10/2015 |
| #112 | Tim Kennedy | 5 | athlete, military veteran | 11/1/2023 |
| #113 | Adam Carolla | 4 | comedian, podcast host | 3/9/2015 |
| #114 | Adam Greentree | 4 | artist, explorer | 11/8/2023 |
| #115 | Ali Siddiq | 4 | comedian, writer | 6/14/2023 |
| #116 | Alonzo Bodden | 4 | comedian, podcast host | 5/1/2020 |
| #117 | Andreas Antonopoulos | 4 | entrepreneur, business executive | 9/7/2016 |
| #118 | Aubrey | 4 | | Invalid Date |
| #119 | Ben O'Brien | 4 | podcast host, athlete | 11/23/2021 |
| #120 | Ben Shapiro | 4 | journalist, podcast host | 11/10/2021 |
| #121 | Bobcat Goldthwait | 4 | actor, comedian | 5/17/2016 |
| #122 | Chris Bell | 4 | writer, filmmaker | 4/9/2018 |
| #123 | Chris Distefano | 4 | comedian, podcast host | 12/31/2024 |
| #124 | Dennis McKenna | 4 | anthropologist, researcher | 6/21/2018 |
| #125 | Din Thomas | 4 | podcast host, trainer | 9/12/2024 |
| #126 | Doug Benson | 4 | comedian, podcast host | 10/8/2013 |
| #127 | Duane Ludwig | 4 | coach, athlete | 9/12/2018 |
| #128 | Eleanor Kerrigan | 4 | comedian, actor | 3/28/2024 |
| #129 | Evan Hafer | 4 | military veteran, entrepreneur | 11/15/2024 |
| #130 | Fahim Anwar | 4 | comedian, actor | 2/28/2024 |
| #131 | Freeway Rick Ross | 4 | public speaker, social activist | 6/12/2024 |
| #132 | Gary Clark Jr. | 4 | musician, artist | 3/22/2024 |
| #133 | Greg Proops | 4 | comedian, actor | 4/27/2015 |
| #134 | Ian McCall | 4 | athlete, trainer | 3/2/2016 |
| #135 | James Lindsay | 4 | writer, mathematician | 3/14/2024 |
| #136 | Jim Gaffigan | 4 | comedian, actor | 7/28/2023 |
| #137 | Joe List | 4 | comedian, podcast host | 9/30/2023 |
| #138 | Mariana van Zeller | 4 | journalist, filmmaker | 1/25/2024 |
| #139 | Matt Farah | 4 | journalist, producer | 12/6/2019 |
| #140 | Matt Serra | 4 | podcast host, coach | 9/12/2024 |
| #141 | Matt Taibbi | 4 | journalist, writer | 2/13/2023 |
| #142 | Michael Shellenberger | 4 | journalist, environmentalist | 10/9/2024 |
| #143 | Nick DiPaolo | 4 | comedian, writer | 1/25/2019 |
| #144 | Peter Schiff | 4 | business executive, investor | 7/15/2020 |
| #145 | Rick Doblin | 4 | business executive, researcher | 3/31/2023 |
| #146 | Robin Black | 4 | musician | 5/22/2018 |
| #147 | Russell Brand | 4 | comedian, actor | 3/2/2023 |
| #148 | Sebastian Junger | 4 | journalist, filmmaker | 7/2/2024 |
| #149 | Steve Maxwell | 4 | fitness expert, coach | 4/25/2016 |
| #150 | Sturgill Simpson | 4 | musician, writer | 9/30/2019 |
| #151 | TJ Dillashaw | 4 | | Invalid Date |
| #152 | Tim Pool | 4 | journalist, podcast host | 11/22/2021 |
| #153 | Tom Green | 4 | comedian, actor | 2/24/2024 |
| #154 | Tom Rhodes | 4 | comedian, podcast host | 5/14/2014 |
| #155 | Vinny Shoreman | 4 | coach, fitness expert | 9/18/2019 |
| #156 | Will Harris | 4 | filmmaker, producer | 11/14/2023 |
| #157 | Yves Edwards | 4 | athlete, coach | 7/2/2019 |
| #158 | Action Bronson | 3 | musician, artist | 6/13/2024 |
| #159 | Al Madrigal | 3 | comedian, podcast host | 5/4/2017 |
| #160 | Alex Grey | 3 | artist, spiritual teacher | 5/10/2016 |
| #161 | Alex Honnold | 3 | athlete, explorer | 3/30/2021 |
| #162 | Amy Schumer | 3 | comedian, actor | 4/14/2014 |
| #163 | Andrew Marr | 3 | military veteran, entrepreneur | 1/6/2021 |
| #164 | Annie Lederman | 3 | comedian, podcast host | 6/15/2021 |
| #165 | Anthony Cumia | 3 | podcast host, comedian | 5/14/2021 |
| #166 | B-Real | 3 | musician, podcast host | 2/9/2023 |
| #167 | Ben Greenfield | 3 | coach, fitness expert | 1/30/2019 |
| #168 | Bill Maher | 3 | comedian | 9/2/2023 |
| #169 | Bill Ottman | 3 | entrepreneur, business executive | 4/13/2023 |
| #170 | Billy Corben | 3 | filmmaker, producer | 9/14/2021 |
| #171 | Brian Cox | 3 | physicist, professor | 10/24/2024 |
| #172 | Brian Moses | 3 | comedian, writer | 3/1/2022 |
| #173 | Brigham Buhler | 3 | entrepreneur, doctor | 10/1/2024 |
| #174 | Cara Santa Maria | 3 | journalist, scientist | 8/25/2014 |
| #175 | Chris Williamson | 3 | podcast host, entrepreneur | 3/21/2025 |
| #176 | Coleman Hughes | 3 | writer, podcast host | 4/3/2024 |
| #177 | Dan Auerbach | 3 | musician, producer | 3/13/2024 |
| #178 | Dan Crenshaw | 3 | politician, military veteran | 4/6/2021 |
| #179 | Dan Doty | 3 | writer, producer | 4/26/2017 |
| #180 | Dave Rubin | 3 | comedian, podcast host | 6/13/2018 |
| #181 | David Goggins | 3 | military veteran, athlete | 12/6/2022 |
| #182 | David Lee Roth | 3 | musician, actor | 6/3/2021 |
| #183 | David Sinclair | 3 | professor, researcher | 6/18/2021 |
| #184 | Doug Duren | 3 | environmentalist | 8/8/2018 |
| #185 | Douglas Murray | 3 | journalist | 4/22/2022 |
| #186 | Dr. Carl Hart | 3 | professor, psychiatrist | 1/12/2021 |
| #187 | Dr. Debra Soh | 3 | podcast host | 1/3/2024 |
| #188 | Dr. Phil | 3 | psychologist, podcast host | 2/20/2024 |
| #189 | Eddie Ifft | 3 | comedian, podcast host | 5/29/2013 |
| #190 | Forrest Galante | 3 | environmentalist, explorer | 1/17/2023 |
| #191 | Francis Ngannou | 3 | athlete | 7/23/2024 |
| #192 | Freddy Lockhart | 3 | comedian, podcast host | 7/31/2011 |
| #193 | Georges St-Pierre | 3 | athlete, coach | 4/7/2021 |
| #194 | Hamilton Morris | 3 | anthropologist, filmmaker | 3/4/2021 |
| #195 | Honey Honey | 3 | musician, artist | 12/17/2012 |
| #196 | Immortal Technique | 3 | musician, social activist | 2/10/2014 |
| #197 | Israel Adesanya | 3 | athlete, filmmaker | 10/3/2024 |
| #198 | James Fox | 3 | filmmaker, producer | 12/24/2024 |
| #199 | Jason "Mayhem" Miller | 3 | actor, comedian | 9/28/2011 |
| #200 | Jason Silva | 3 | filmmaker, public speaker | 6/21/2013 |