What It's Like To Win $2 Million In NFL Best Ball with UD Champ Sam Sherman and DK Champ Samuel Shepard (Episode 954)
Establish The Run Fantasy Football
Fantasy Football
4.8 • 1.4K Ratings
🗓️ 9 January 2026
⏱️ 86 minutes
🧾️ Download transcript
Summary
Adam Levitan is joined by two 2025 Best Ball champions, Underdog Best Ball Champion Sam Sherman and DraftKings Best Ball Champion Samuel Shepard, to discuss how they drafted their teams, the processes they went through to land the winning ticket, and what they are going to do with all the winnings.
0:00 - Introduction
0:15 - Underdog Best Ball Champion Sam Sherman
47:41 - DraftKings Best Ball Champion Samuel Shepard
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Transcript
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| 0:00.0 | Hello and welcome to episode 954 of the official Establish the Run.com podcast. |
| 0:23.0 | My name is Adam Levittan. |
| 0:24.2 | I am one of the co-founders here at ETR, |
| 0:26.3 | and today we actually have two very, very special guests. |
| 0:31.8 | Second up will be Samuel Shepard. |
| 0:34.5 | He won the Draft King's Best Ball flagship contest for $2 million. |
| 0:37.8 | He has an insane story. Stay tuned for him. But first up, I'm not even sure I would call him a |
| 0:44.3 | guest. This is a young man who worked with us at ETR for two years, did a great job doing |
| 0:51.5 | things like deep dives on controversial players such as Kyle Pitts. |
| 0:56.0 | Then he abruptly quit to get a quote unquote real job. |
| 1:01.5 | And then in one of the most unlikely runouts you could possibly fathom won $2 million in bestball. |
| 1:08.2 | And now he's back on the show. |
| 1:09.9 | What a world. |
| 1:11.0 | It is the newly crowned king of underdog best ball, and now he's back on the show. What a world. It is the newly crowned king of underdog bestball mania. |
| 1:16.1 | Sam Sherman, how's it going, buddy? |
| 1:18.9 | I'm good, man. |
| 1:19.7 | It's great to be back on. |
| 1:21.5 | I really wish we were debating, you know, |
| 1:23.4 | Zach Evans versus Ronnie Rivers and Week 18 waiver wire, |
| 1:26.5 | but talking about winning two |
| 1:27.9 | millions, a close second to that. |
| 1:30.5 | You know, I was thinking, I'm not even sure I'm still allowed to be in the same vicinity |
... |
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