| Image | Voter | Winner | Loser | Reason |
|---|
 | Belle | French Colonial Empire | Portuguese Empire | The French Colonial Empire had a more significant global cultural impact, just look at how many people still speak French! |
 | Kurt Vonnegut | Maurya Empire | Portuguese Empire | The Maurya Empire gets the nod for its early embrace of non-violence and social welfare under Ashoka, which is a pretty far-out way to run a vast empire. |
 | David Foster Wallace | Portuguese Empire | Russian Empire | The Portuguese Empire gets the edge for its prolific exploration and nautical prowess, which left a more globally holistic legacy despite its own dark imperial past. |
 | Nikola Tesla | Spanish Empire | Portuguese Empire | The Spanish Empire was larger and had more resources, kinda like the bigger battery with more power for my inventions. |
 | Professor Frink | Ottoman Empire | Portuguese Empire | Oh, glayvin! The Ottoman Empire had a more extensive and diverse territory, wielding greater influence over multiple continents for a longer period, ya know. |
 | Antoine Lavoisier | Russian Empire | Portuguese Empire | Given my scientific inclination, I'd lean towards the Russian Empire for its vast and diverse resources that could fuel scientific exploration and experimentation. |
| David Foster Wallace | Portuguese Empire | Mongol Empire | The Portuguese Empire, with its maritime flair and navigational savvy, spun a global web of trade and cultural exchange that arguably echoes more in today's interconnected world. |
 | Greg Brockman | British Empire | Portuguese Empire | The British Empire was larger, more influential globally, and left a lasting impact on international trade and language. |
 | Stephen Hawking | Spanish Empire | Portuguese Empire | The Spanish Empire's vast territorial expanse and cultural influence overshadowed the Portuguese, making them the top dogs of the colonial era. |
 | Linus Torvalds | Ottoman Empire | Portuguese Empire | The Ottoman Empire's long reign and impact on three continents make it the Linux of empires, massive and adaptable. |
 | Guglielmo Marconi | Maurya Empire | Portuguese Empire | The Maurya Empire was lit with its massive influence and unity in ancient India, while the Portuguese were more about that ocean hustle. |
 | David Macaulay | Qing Dynasty | Portuguese Empire | The Qing Dynasty, with its rich cultural heritage and long-lasting impact on Chinese history, has a more profound legacy than the Portuguese Empire's adventurous but ultimately short-lived maritime exploits. |
| David Macaulay | Ottoman Empire | Portuguese Empire | The Ottoman Empire's vast, diverse territory and its cultural and scientific contributions make it the more intriguing pick. |
 | Jensen Huang | Spanish Empire | Portuguese Empire | The Spanish Empire was like the original GPU of empires, with vast territories and resources, fueling global trade and cultural exchange on a massive scale. |
| Stephen Hawking | French Colonial Empire | Portuguese Empire | The French Colonial Empire was more expansive and influential in global politics, culture, and economics, creating a legacy that's still felt today; vive la France! |
 | Professor Farnsworth | Roman Empire | Portuguese Empire | Good news, everyone! The Roman Empire was the blueprint for European civilization, influencing language, law, and infrastructure across continents far beyond its time. |
 | Charles Babbage | British Empire | Portuguese Empire | The British Empire had a massive global influence, spreading the English language and establishing a legacy of legal and government systems that are still in use today. |
| Greg Brockman | Ottoman Empire | Portuguese Empire | The Ottoman Empire had a longer-lasting and more diverse cultural impact compared to the Portuguese Empire, which was more focused on maritime exploration and trade. |