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Samuel Shepard
DraftKings Best Ball Millionaire winner who turned a $20 buy-in into $2 million; a longtime fantasy player and DFS/poker hobbyist who discussed his winning strategy and experience on the show.
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17 snips
Jan 9, 2026
• 1h 26min
What It's Like To Win $2 Million In NFL Best Ball with UD Champ Sam Sherman and DK Champ Samuel Shepard (Episode 954)
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Sam Sherman, an Underdog Best Ball Champion who won $2 million, shares how he drafted his winning team and his strategy during the process. He emphasizes the importance of balance and using rankings while drafting. Samuel Shepard, a DraftKings Best Ball Millionaire winner, discusses his background in fantasy and the tools he utilized for success, including a focus on premium tight ends and correlation plays. Both champions reflect on their emotional journeys and future plans after their massive wins.
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