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Some challenges on the Man vs Food show were better than others, and some were, frankly, painful to watch. It's time to look back at some of the most crushing defeats and painful victories that Adam Richman faced while hosting this show. Gulping down 12 wings in just 10 minutes seems doable. The problem is that these wings were covered in 170 grams of dried habanero pepper, and out of the 9,000 people who attempted the challenge, 80% failed. The good news is that Richman won, but the pain he endured during and after the challenge was excruciating. Plus, Richman had to lick the thick sauce off his fingers to avoid being disqualified. Hey, it couldn't be any worse, right? Well... yes. After finishing the wings and licking his fingers, Richman had to sit with the burn for five minutes before he could drink a glass of milk. Nothing makes up for that pain. Watch this video to learn more about Man Vs Food's biggest challenges. Hellfire Wings 0:19 Hawaiian Pancakes 1:15 The 15 Dozen Club 2:05 The Absolutely Ridiculous Burger 3:03 Hellfire Spicy Tuna Roll 4:24 The Giant 5:28 The Kodiak Arrest 6:45 A 5-Pound Steak 7:53 The Dagwood Challenge 8:50 The Kitchen Sink 9:58