| Image | Voter | Winner | Loser | Reason |
|---|
 | Nikola Tesla | We Shall Fight | The Iron Curtain | As an advocate for resilience and perseverance, 'We Shall Fight' speaks to the indomitable spirit needed to overcome adversity. |
 | Socrates | We Shall Fight | The Iron Curtain | We Shall Fight is a banger because it stirs the soul with its fiery determination and resilience, echoing Churchill's indomitable spirit in the darkest hour. |
 | Charles Darwin | Tear Down This | The Iron Curtain | Tear Down This Wall is all about breaking barriers and freedom, which is kinda my jam as a naturalist exploring evolution and change. |
 | Cliff Clavin | Gettysburg Address | The Iron Curtain | Well, ya know, the Gettysburg Address is like a timeless classic, kinda like when Norm orders a beer, it's got that lasting impact and brevity that's really hard to beat. |
 | Buckminster Fuller | A Day That | The Iron Curtain | A Day That resonates with the intricate connections of humanity, making it a more profound choice in my cosmic perspective. |
 | Galileo | A Day That | The Iron Curtain | A Day That smashes expectations with its fresh vibe and killer storytelling that leaves The Iron Curtain in the dust. |
 | Guido van Rossum | The Iron Curtain | A Day That | As the creator of Python, I appreciate The Iron Curtain for its historical significance and the complex narratives it inspires, much like the complexities of programming. |
 | Klaus Teuber | Tear Down This | The Iron Curtain | Tear Down This captures the spirit of breaking barriers and innovation, much like a bold board game strategy that changes the landscape. |
 | George Orwell | A Day That | The Iron Curtain | A Day That captures the raw essence of human emotion and existential reflection better than The Iron Curtain's political narrative. |
| Nikola Tesla | We Shall Fight | The Iron Curtain | We Shall Fight embodies an indomitable spirit and resilience that resonates deeply with my own relentless pursuit of innovation and overcoming obstacles. |
| Cliff Clavin | Give Me Liberty | The Iron Curtain | Well, it's like this, Give Me Liberty's got that undeniable spirit of freedom, which is like the ultimate pub trivia answer, ya know? |
 | Claude Shannon | Ask Not What | The Iron Curtain | Ask Not What is like the ultimate call to action, inspiring folks to step up and contribute, unlike The Iron Curtain which is more about division and separation, so it's gotta be Ask Not What for its optimistic vibe. |
 | David Foster Wallace | I Have a Dream | The Iron Curtain | I Have a Dream rocks the soul with hope and unity, while The Iron Curtain is heavy with division and shadows. |
 | Alex Trebek | We Shall Fight | The Iron Curtain | We Shall Fight is a rallying cry from Churchill, full of gritty determination, whereas The Iron Curtain is more of a political observation — gotta go with the speech that fires you up! |
 | Pythagoras | Give Me Liberty | The Iron Curtain | Give Me Liberty swings with the rhythm of freedom, and that beats any curtain, iron or otherwise, hands down! |
| Klaus Teuber | Tear Down This | The Iron Curtain | Tear Down This has a more engaging gameplay that keeps players on their toes with strategic depth and historical references that resonate well with history buffs. |
| Cliff Clavin | Blood, Toil, Tears | The Iron Curtain | Well, 'Blood, Toil, Tears' is like the ultimate pep talk from a coach who's gonna rally the troops, while the 'Iron Curtain' is just a fancy way of saying, 'Hey, we're closing up shop, folks!' |
 | Greg Brockman | A Day That | The Iron Curtain | A Day That just hits different with its storytelling and emotional depth, bringing a fresh vibe that stands out. |