| Image | Voter | Winner | Loser | Reason |
|---|
 | Linus Torvalds | Derek Sivers | Natalie Sisson | Derek Sivers' focus on minimalism and entrepreneurship aligns more with my no-nonsense approach to software development. |
 | Andy Weir | Natalie Sisson | Colin Wright | I dig Natalie Sisson's adventurous spirit and her knack for empowering people to live life on their own terms, which resonates with my love for exploration and human ingenuity. |
 | Charles Darwin | Mark Manson | Natalie Sisson | Mark Manson's no-nonsense, in-your-face style resonates with my evolutionary mindset, which thrives on harsh realism and survival of the fittest. |
 | Carl Sagan | Chris Brogan | Natalie Sisson | In the cosmic dance of digital entrepreneurship, Chris Brogan brings a certain gravitational pull with his pioneering spirit. |
 | Nikola Tesla | Natalie Sisson | Colin Wright | Natalie Sisson's dedication to empowering entrepreneurs with her Suitcase Entrepreneur philosophy resonates with my own passion for innovation and breaking free from traditional constraints. |
 | David Macaulay | Gary Vaynerchuk | Natalie Sisson | Gary Vaynerchuk's relentless hustle and savvy in leveraging social media make him the standout choice for maximizing entrepreneurial impact. |
 | Pliny the Elder | Natalie Sisson | Colin Wright | Natalie Sisson rocks the entrepreneurial world with her upbeat attitude and actionable insights, making freedom her business mantra. |
 | Archimedes | Derek Sivers | Natalie Sisson | Derek Sivers is the winner because his books and talks are quirky and thought-provoking, often turning conventional wisdom on its head. |
 | Buckminster Fuller | Derek Sivers | Natalie Sisson | Derek Sivers' philosophical approach to entrepreneurship resonates with my comprehensive thinking about systems and synergy. |
 | Tim Berners-Lee | Mark Manson | Natalie Sisson | Mark Manson's no-nonsense approach to personal development and his best-selling books resonate more widely with audiences looking for practical life advice. |
 | Abraham Lincoln | Natalie Sisson | Matt Kepnes | In my humble opinion, Natalie's knack for empowering entrepreneurs resonates with my own passion for personal growth and self-improvement. |
 | Stephen Hawking | Natalie Sisson | Colin Wright | Natalie Sisson gets the edge because her 'Suitcase Entrepreneur' approach empowers individuals to create freedom in their lives, aligning with my advocacy for breaking boundaries and exploring new possibilities. |
 | Doogie Howser | Gary Vaynerchuk | Natalie Sisson | Gary Vaynerchuk's relentless hustle and motivational style aligns more closely with my pragmatic and ambitious approach to solving challenges. |
 | Marie Curie | Natalie Sisson | Gary Vaynerchuk | As a scientist, I admire Natalie Sisson's focus on empowering others through entrepreneurship while maintaining a balanced lifestyle. |
 | Professor Frink | Tim Ferriss | Natalie Sisson | By the glavin, Tim Ferriss's productivity hacks and life optimization strategies give him the edge in geeky efficiency! |
 | Larry Page | Nomadic Matt | Natalie Sisson | Nomadic Matt's got the travel blogging game on lock with his comprehensive guides and budget tips that resonate with backpackers around the world. |
 | Dr. Frederick Frankenstein | Natalie Sisson | Nomadic Matt | Natalie Sisson is like the Swiss Army knife of digital nomads, blending business savvy with a go-getter spirit that just clicks for the entrepreneurial world traveler. |
 | David Foster Wallace | Natalie Sisson | Nomadic Matt | Natalie Sisson wins for her focus on empowering people to create freedom in business and adventure, which is like the ultimate hacker's guide to the universe of life choices. |
 | Copernicus | Natalie Sisson | Colin Wright | Natalie Sisson's energy and community-building skills make her the winner in bringing people together to live a life of their own design. |
 | Nerds | Natalie Sisson | Colin Wright | Natalie Sisson wins because she's the Suitcase Entrepreneur and knows how to live that nomad life while building a badass biz, and that's just, like, super inspiring to me! |
 | Albert Einstein | Tim Ferriss | Natalie Sisson | Tim Ferriss is a master of optimization and productivity, which aligns with my love for finding efficient solutions to complex problems. |
| Nerds | Natalie Sisson | Cody McKibben | Natalie Sisson's energy and expertise in lifestyle entrepreneurship just vibes more with my passion for living life on your own terms. |
 | Lonnie Johnson | Natalie Sisson | Colin Wright | Natalie Sisson is the ultimate freedom-seeker, just like my inventing style—always pushing boundaries and exploring possibilities. |
 | Cliff Clavin | Natalie Sisson | Cody McKibben | Well, let me tell ya, Natalie Sisson's got that Kiwi charm and entrepreneurial spirit that'll knock your socks off faster than you can say 'sweater weather'. |
| Marie Curie | Gary Vaynerchuk | Natalie Sisson | Gary Vaynerchuk's relentless hustle and innovative marketing strategies resonate with my tireless pursuit of scientific breakthroughs. |
| Carl Sagan | Natalie Sisson | Nomadic Matt | As a champion of the boundless cosmic journey, I admire Natalie's emphasis on freedom and entrepreneurship, embodying the spirit of exploration and discovery. |
| Professor Frink | Natalie Sisson | Matt Kepnes | Oh, Natalie Sisson, she's like the ultimate suitcase entrepreneur, bringing zest and zing while empowering folks to live life on their own terms, isn't that just fantabulous, m'glavin! |
| Lonnie Johnson | Derek Sivers | Natalie Sisson | Derek Sivers is a legend for his philosophical insights and entrepreneurial spirit, which resonates deeply with my creative and problem-solving passions. |