| 201. | OOTP 21 -- Episode 33 -- Pirates clinch 2022 NL Central -- Pittsburgh Pirates | 1 | |
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| 202. | OOTP 21 -- Episode 40 -- Pirates play a wild one with the Brewers -- Pittsburgh Pirates | 0 | |
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| 203. | OOTP 22 Ep 78: Dodgers Challenge: 2024 NLDS Game 3 vs. San Diego Padres | 0 | Show |
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| 204. | OOTP 22 Ep 98: Dodgers Challenge: 2025 NLDS Game 3 vs. Atlanta Braves | 0 | Show |
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| 205. | OOTP 22 Ep 81: Dodgers Challenge: 2024 NLCS Game 1 @ Atlanta Braves | 0 | Show |
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| 206. | OOTP 21 -- Episode 49 -- Division Battle! Stopping the Surging Cardinals -- Pittsburgh Pirates | 0 | | The Division
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| 207. | OOTP 22 Ep 93: The End is Near: Pittsburgh Pirates | 0 | Show |
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| 208. | OOTP 21 -- Episode 31 -- Bucs throttle Rays before the Deadline -- Pittsburgh Pirates | 0 | |
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| 209. | OOTP 22 Ep 92: 2028 Trade Deadline Acquisitions and July Simulation: Pittsburgh Pirates | 0 | Show | Deadline
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| 210. | OOTP 21 -- Episode 55 -- 2023 NLDS Game 5 -- Pittsburgh Pirates | 0 | |
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| 211. | OOTP 21 -- Episode 58 -- Game 163 Wild Card play-in -- Pittsburgh Pirates | 0 | |
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| 212. | OOTP 21 -- Episode 19 -- Let's Go Get some Arms to Compete -- Pittsburgh Pirates | 0 | |
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| 213. | OOTP 22 Ep 96: Dodgers Challenge: 2025 NLDS Game 1 @ Atlanta Braves | 0 | Show |
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| 214. | OOTP 21 -- Episode 30 -- 2022 ASG and Second Half Start -- Pittsburgh Pirates | 0 | |
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| 215. | OOTP 21 -- Episode 56 -- 2024 Season Preview and Offseason Review -- Pittsburgh Pirates | 0 | Review |
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| 216. | OOTP 22 Ep 92: Dodgers Challenge: 2025 Season Preview | 0 | Show |
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| 217. | OOTP 21 -- Episode 59 -- 2025 Opening Day and Offseason Recap -- Pittsburgh Pirates | 0 | |
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| 218. | OOTP 21 -- Episode 60 -- 2025 Opening Series in Chicago -- Pittsburgh Pirates | 0 | |
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| 219. | OOTP 21 -- Episode 9 -- Polanco Mashes -- Pittsburgh Pirates | 0 | |
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| 220. | OOTP 22 Ep 89: Dodgers Challenge: 2024 World Series Game 4 @ Cleveland Indians | 0 | Show |
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| 221. | OOTP 22 Ep 84: Dodgers Challenge: 2024 NLCS Game 4 vs. Atlanta Braves | 0 | Show |
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| 222. | OOTP 22 Ep 102: Dodgers Challenge: 2026 Wild Card vs. Milwaukee Brewers | 0 | Show |
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| 223. | OOTP 22 Ep 97: Dodgers Challenge: 2025 NLDS Game 2 @ Atlanta Braves | 0 | Show |
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| 224. | OOTP 21 -- Episode 5 -- Trading for Miguel Amaya -- Pittsburgh Pirates | 0 | |
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| 225. | OOTP -- Episode 28 -- Bucs are now 15 games over .500 -- Pittsburgh Pirates | 0 | |
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| 226. | OOTP 21 -- Episode 57 -- 2024 Opening Series Rage Quit -- Pittsburgh Pirates | 0 | |
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| 227. | OOTP 21 -- Episode 37 -- Bucs gear up for 2023 (!) -- Pittsburgh Pirates | 0 | |
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| 228. | OOTP 22 Ep 79: Dodgers Challenge: 2024 NLDS Game 4 vs. San Diego Padres | 0 | Show |
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| 229. | OOTP 21 -- Episode 38 -- 2023 Opening Series -- Pittsburgh Pirates | 0 | |
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| 230. | OOTP 22 Ep 84: The Trade for Alex Kirilloff: Pittsburgh Pirates | 0 | Show |
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| 231. | OOTP 21 -- Episode 54 -- 2023 NLDS Game 4 -- Pittsburgh Pirates | 0 | |
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| 232. | OOTP 21 -- Episode 53 -- 2023 NLDS Game 3 -- Pittsburgh Pirates | 0 | |
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| 233. | OOTP 21 -- Episode 51 -- Cards and Brewers stave off Elimination -- Pittsburgh Pirates | 0 | |
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| 234. | OOTP 21 -- Episode 24 -- Opening Day 2022 -- Pittsburgh Pirates | 0 | |
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| 235. | OOTP 21 -- Episode 20 -- The Buccos take Everyone's Best Shot -- Pittsburgh Pirates | 0 | |
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| 236. | OOTP 22 Ep 86: Revenge of the Reds: Pittsburgh Pirates | 0 | Show |
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| 237. | OOTP 22 Ep 100, Part 2: Dodgers Challenge: 2025-2026 Offseason Extravaganza | 0 | Show |
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| 238. | OOTP 22 Ep 88: Dodgers Challenge: 2024 World Series Game 3 @ Cleveland Indians | 0 | Show |
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| 239. | OOTP 21 -- Episode 23 -- World Series Winner is a Gigantic Surprise -- Pittsburgh Pirates | 0 | |
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| 240. | OOTP 22 Ep 87: Dodgers Challenge: 2024 World Series Game 2 vs. Cleveland Indians | 0 | Show |
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| 241. | OOTP 21 -- Episode 14 -- Bucs begin a season-defining Series -- Pittsburgh Pirates | 0 | |
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| 242. | OOTP 22 Ep 101: Dodgers Challenge: Simulating the 2026 Season | 0 | Show |
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| 243. | OOTP 22 Ep 82: Dodgers Challenge: 2024 NLCS Game 2 @ Atlanta Braves | 0 | Show |
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| 244. | OOTP 21 -- Episode 13 -- Bucs light up Glasnow in return -- Pittsburgh Pirates | 0 | |
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| 245. | OOTP 21 -- Episode 52 -- 2023 NLDS Game 1 -- Pittsburgh Pirates | 0 | |
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| 246. | OOTP 21 -- Episode 50 -- Division Battle! Rubber match with the Cardinals -- Pittsburgh Pirates | 0 | Show | The Division
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| 247. | OOTP 21 -- Episode 36 -- Game 3 of the 2022 NLDS -- Pittsburgh Pirates | 0 | |
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| 248. | OOTP 21 -- Episode 39 -- Trade: Take a seat, Kyle Lewis -- Pittsburgh Pirates | 0 | |
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| 249. | OOTP 21 -- Episode 32 -- Pirates near 2022 NL Central Title -- Pittsburgh Pirates | 0 | |
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| 250. | OOTP 22 Ep 90: Dodgers Challenge: 2024 World Series Game 5 @ Cleveland Indians | 0 | Show |
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| 251. | OOTP 22 Ep 87: Kirilloff's Late Home Run Leads to Rubber Match Victory: Pittsburgh Pirates | 0 | Show |
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| 252. | OOTP 21 -- Episode 45 -- Simulation Surprises & a Wild July -- Pittsburgh Pirates | 0 | |
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| 253. | OOTP 22 Ep 100, Part 1: Dodgers Challenge: 2025-2026 Offseason Extravaganza | 0 | Show |
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| 254. | OOTP 21 -- Episode 16 -- Pirates. Are. Surging. -- Pittsburgh Pirates | 0 | |
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| 255. | OOTP 21 -- Episode 34 -- Game 1 of the 2022 NLDS -- Pittsburgh Pirates | 0 | |
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| 256. | OOTP 22 Ep 83: Dodgers Challenge: 2024 NLCS Game 3 vs. Atlanta Braves | 0 | Show |
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| 257. | OOTP 21 -- Episode 25 -- Bucs five games over .500 -- Pittsburgh Pirates | 0 | |
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| 258. | OOTP 21 -- Episode 17 -- Grab the Brooms -- Pittsburgh Pirates | 0 | |
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| 259. | OOTP 22 Ep 85: Dodgers Challenge: 2024 NLCS Game 5 vs. Atlanta Braves | 0 | Show |
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| 260. | OOTP 21 -- Episode 18 -- The Cardinals must Die! -- Pittsburgh Pirates | 0 | |
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| 261. | OOTP 22 Ep 77: Dodgers Challenge: 2024 NLDS Game 2 @ San Diego Padres | 0 | Show |
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| 262. | OOTP 22 Ep 99: Dodgers Challenge: 2025 NLDS Game 4 vs. Atlanta Braves | 0 | Show |
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