"Most People Just Eat Three!!" | Tipsy Cow's "Big Dilla" Taco Record Challenge!!

American professional eater Randy Santel versus The Tipsy Cow's "Big Dilla" Quesadilla Soft Taco Challenge at The Tipsy Cow in Milan, Tennessee just north of Jackson, Western Tennessee!! After finishing up my Kansas City metro eating challenge trip with @KatinaEatsKilos, I took another long break to lose more weight at our house in Nashville, Tennessee. My Czech friend @SteelRodRadim came to visit us in May 2026, and him and I attempted lots of huge and delicious man vs food challenges around the state of Tennessee. For eating challenge event #4 of six (6), we traveled back to The Tipsy Cow in Milan, TN where I had previously beaten their undefeated (at the time) "Smash House" Full Menu Eating Challenge!! This time, the plan was for me to attempt their "Big Dilla" Record Challenge and then Radim was going to try their "Smash House" Challenge after I was finished up. The Tipsy Cow sells their "Big Dillas," which are basically massive quesadilla soft tacos, in sets of three, which they call "tiers." For this challenge, you either have to start a new "tier" by finishing the required number of dillas for that tier within one sitting, or you have to beat the current best time for a tier that has already been conquered. My competitive eating friend @EliLessig ate 24 dillas to start Tier 8, so I started out just trying to beat his 34:09 time, with intentions to order and eat more once I got close to finishing all those, since I wanted them to be hot, or at least warm. Beat the top record by starting a new tier and get all your "Big Dillas" free plus a sweet hat and spot on their Wall of Fame!! Don't quote me, but I think this challenge is a pay-to-play if you try to conquer a lesser unbeaten tier, or beat the time record for a lesser tier. BIG thanks to everyone with The Tipsy Cow for the wonderful food, drinks, banana pudding ice cream dessert, and hospitality!! We appreciate everyone around Milan / Jackson and Western Tennessee who watches videos and supports our hard efforts!! There are many more videos upcoming and I hope you all continue to enjoy them!! My Tipsy Cow "Smash House" Challenge video: https://www.youtube.com/watch?v=USRybUrnTV0 @KatinaEatsKilos vs "Big Dilla" Tier 5 Challenge: https://www.youtube.com/watch?v=A9GdtPnOlTA @EliLessig vs "Big Dilla" Tier 8 Food Challenge: https://www.youtube.com/watch?v=v3yQ5ZwSY-U "A Guy Named Eli" vs "Smash House" Challenge: https://www.youtube.com/watch?v=DDc3ITI0OXc A&Z #1391 - Can American professional eater Randy Santel set a new "Big Dilla" Challenge record by finishing 27 or more giant quesadilla soft tacos for Tier 9 within one sitting at The Tipsy Cow in Milan, Tennessee just north of Jackson, Western Tennessee?? Wimpie's "Double Beast" Burgers & Hot Dogs Platter: https://www.youtube.com/watch?v=9k5yXPNsUes Dead End BBQ's "Family Feast" Knoxville Challenge: https://www.youtube.com/watch?v=vsZYmTngh3M Carnival Cafe's Cheeseburger Record Challenge in TN: https://www.youtube.com/watch?v=TXX3ZZDuFsQ Mexico Lindo's 15-Minute Burrito Challenge in KCMO: https://www.youtube.com/watch?v=UsvNHCFHBko Sickies Garage's "Victory Lap" Burger Challenge Round 2: https://www.youtube.com/watch?v=ClUWwyU1qvs KC Finn's 150% Supersized "Big Ass" Burger Challenge: https://www.youtube.com/watch?v=Vljf3279H1Y This Milan, Tennessee based burgers, hot dogs, tacos, quesadillas, cheesesteak sandwiches, chicken wings, and homemade lemonade & ice cream restaurant man vs food eating challenge video was filmed on Wednesday, May 13, 2026 (5/13/2026). RESTAURANT INFORMATION: The Tipsy Cow's website: https://www.thetipsycowmilan.com The Tipsy Cow's Facebook: https://www.facebook.com/TheTpsyCow NEW FC SHIRTS, HATS, BEARS, and COMIC BOOKS: https://www.randysantel.com/store ORDER A CAMEO VIDEO FOR FAMILY & FRIENDS: https://www.cameo.com/randysantel Check out our FoodChallenges.com YouTube Channel and How To Videos: https://www.youtube.com/user/foodchallengesvideos FOLLOW & SUPPORT ME AS I DOMINATE FOOD CHALLENGES ACROSS THE GLOBE: MERCH STORE: https://www.randysantel.com/store MY WEBSITE: https://www.RandySantel.com MY SCHEDULE: http://www.RandySantelSchedule.com FACEBOOK: https://www.facebook.com/RandySantel INSTAGRAM: https://www.instagram.com/RandySantel TWITTER: https://www.twitter.com/RandySantel TIKTOK: https://www.tiktok.com/@randysantel CAMEO: https://www.cameo.com/randysantel For Business Inquiries Only: Atlas [at] RandySantel.com Send stuff to Randy Santel and/or @KatinaEatsKilos 8011 Brooks Chapel Rd PO Box #1052 Brentwood, TN 37027 Video edited and produced by @natefiggs YouTube: https://www.youtube.com/user/natefiggs Facebook: https://www.facebook.com/NateFiggs Opening music by Chuki Beats "Nujabes" https://www.youtube.com/watch?v=WENSgKN5r1Q Music provided by YouTube and/or Epidemic Sound: "Glitter Gutter" by Conditional "Freak On Demand" by Honeycutts "My New Disease" by Under Earth THANKS FOR SUBSCRIBING & ALL OF YOUR SUPPORT!!