| 1. | OOTP 22 Ep 1: Preparing for the Turnaround: Pittsburgh Pirates | 16 | Show |
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| 2. | OOTP 21 -- Episode 31 -- Bucs throttle Rays before the Deadline -- Pittsburgh Pirates | 11 | |
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| 3. | OOTP 21 -- Episode 32 -- Pirates near 2022 NL Central Title -- Pittsburgh Pirates | 9 | |
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| 4. | OOTP 21 -- Episode 46 -- In-depth Minor League Review -- Pittsburgh Pirates | 9 | Review |
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| 5. | OOTP 21 -- Episode 29 -- Bucs earn a commanding NL Central lead -- Pittsburgh Pirates | 8 | |
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| 6. | OOTP 22 Ep 47: Dodgers Challenge: WORLD SERIES GAME 6 | 6 | Show |
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| 7. | OOTP 22 Ep 48: THRILLING 2025 NL Wild Card Game: Pittsburgh Pirates | 6 | Show |
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| 8. | OOTP 22 Ep 10: Dodgers Challenge: 2021 OVERACHIEVER ALERT! | 6 | Show |
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| 9. | OOTP 22 Ep 4: 2021 MLB Draft: Pittsburgh Pirates | 6 | Show |
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| 10. | OOTP 22 Ep 24: Deadline Deals bolster chances at Division Crown: Pittsburgh Pirates | 6 | Show |
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| 11. | OOTP 22 Ep 2: Extending Ke'Bryan: Pittsburgh Pirates | 6 | Show |
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| 12. | OOTP 22 Ep 41: Dodgers Challenge: WORLD SERIES BOUND after Clutch Double from Austin Hays | 6 | Show |
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| 13. | OOTP 22 Ep 1: NEW SERIES -- LOS ANGELES DODGERS CHALLENGE | 5 | Show |
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| 14. | OOTP 22 Ep 15: July 2022 4-game Win Streak: Pittsburgh Pirates | 5 | Show |
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| 15. | OOTP 22 Ep 103: DODGERS CHALLENGE SERIES FINALE | 5 | Show |
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| 16. | OOTP 21 -- Episode 47 -- Bullpen, Right Field address at Deadline -- Pittsburgh Pirates | 4 | Let's Play |
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| 17. | OOTP 21 -- Episode 44 -- The Cardinals strike back -- Pittsburgh Pirates | 4 | |
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| 18. | OOTP 22 Ep 17: Dodgers Challenge: INCREDIBLE OPENING DAY EXTRA-INNING VICTORY | 4 | Show |
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| 19. | OOTP 22 Ep 2: Dodgers Challenge: We trade Cody Bellinger | 4 | Show |
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| 20. | OOTP 22 Ep 8: Season Recap and Arbitration: Pittsburgh Pirates | 4 | Show |
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| 21. | OOTP 21 -- Episode 23 -- World Series Winner is a Gigantic Surprise -- Pittsburgh Pirates | 4 | |
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| 22. | OOTP 21 -- Episode 48 -- Pirates vs. Orioles July 2023 -- Pittsburgh Pirates | 4 | |
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| 23. | OOTP 22 Ep 10: Opening Day 2022: Pittsburgh Pirates | 4 | Show |
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| 24. | Pittsburgh Pirates Win the NL Central: OOTP 21 Play Along | 3 | |
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| 25. | OOTP 22 Ep 102: Dodgers Challenge: 2026 Wild Card vs. Milwaukee Brewers | 3 | Show |
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| 26. | OOTP 22 Ep 99: Dodgers Challenge: 2025 NLDS Game 4 vs. Atlanta Braves | 3 | Show |
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| 27. | OOTP 21 -- Episode 41 -- 2023 MLB Draft -- Pittsburgh Pirates | 3 | |
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| 28. | OOTP 22 Ep 73: Dodgers Challenge: Offseason Extravaganza -- Signing Giolito to 1yr/$100M contract | 3 | Show |
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| 29. | OOTP 22 Ep 76: 2028 Spring Training Preview -- Our Final Ride?: Pittsburgh Pirates | 3 | Show |
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| 30. | OOTP 21 -- Episode 12 -- Good Eye Evan White! -- Pittsburgh Pirates | 3 | |
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| 31. | OOTP 21 -- Episode 30 -- 2022 ASG and Second Half Start -- Pittsburgh Pirates | 3 | |
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| 32. | OOTP 21 -- Episode 26 -- Raking and Dealing -- Pittsburgh Pirates | 3 | |
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| 33. | OOTP 22 Ep 72: March toward the Wild Card Begins: Pittsburgh Pirates | 2 | Show |
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| 34. | OOTP 21 --- Episode 2 -- Salary Arbitration -- Pittsburgh Pirates | 2 | |
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| 35. | OOTP 22 Ep 34: 2024 Remaining Season Simulation: Pittsburgh Pirates | 2 | Show |
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| 36. | OOTP 22 Ep 71 Pt 2: The Greatest World Series Comeback of All-Time: Part 2 | 2 | Show |
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| 37. | OOTP 22 Ep 5: An Entirely New Team: Pittsburgh Pirates | 2 | Show |
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| 38. | OOTP 22 Ep 26: The Pirates win the 2023 NL Central!: Pittsburgh Pirates | 2 | Show |
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| 39. | OOTP 22 Ep 95: PITTSBURGH PIRATES SERIES FINALE: PART TWO: Simulating to the 2040s | 2 | Show |
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| 40. | OOTP 22 Ep 31: Dodgers Challenge: Setting our Playoff Roster and Preparing for the Atlanta Braves. | 2 | Show |
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| 41. | OOTP 22 Ep 7: Alonso homers against the Mets: Pittsburgh Pirates | 2 | Show |
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| 42. | OOTP 22 Ep 81: 2028 Buccos in the NL Central Driver's Seat through April: Pittsburgh Pirates | 2 | Show |
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| 43. | OOTP 21 -- Episode 15 -- Cubs can't hold off a late-inning rally -- Pittsburgh Pirates | 2 | |
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| 44. | OOTP 22 Ep 18: Dodgers Challenge: Back-to-Back Extra Inning Wins to start 2022 | 2 | Show | Extra Innings
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| 45. | OOTP 22 Ep 45: Dodgers Challenge: WORLD SERIES GAME 4 -- Five-Run Sixth Inning Dooms White Sox | 2 | Show |
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| 46. | OOTP 22 Ep 11: The Month of April '22: Pittsburgh Pirates | 2 | Show |
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| 47. | OOTP 22 Ep 62: Three Picks in the First 33 Selections of the 2026 MLB Draft: Pittsburgh Pirates | 2 | Show |
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| 48. | OOTP 22 Ep 67: 2027 Opening Day and Season Preview: Pittsburgh Pirates | 2 | Show |
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| 49. | OOTP 21 -- Episode 9 -- Polanco Mashes -- Pittsburgh Pirates | 2 | |
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| 50. | OOTP 22 Ep 4: Dodgers Challenge: We trade Mookie Betts, Corey Seager and Justin Turner | 2 | Show |
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| 51. | OOTP 21 -- Episode 3 -- Rule 5 Draft -- Pittsburgh Pirates | 2 | |
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| 52. | OOTP 22 Ep 75: I despise the St. Louis Cardinals: Pittsburgh Pirates | 2 | Show |
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| 53. | OOTP 22 Ep 3: Scout and Sim: Pittsburgh Pirates | 2 | Show |
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| 54. | OOTP 22 Ep 82: Battling Injuries through Turbulent May: Pittsburgh Pirates | 2 | Show |
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| 55. | OOTP 22 Ep 74: Oct '27 -- Four teams, Three Games, and One Wild Card Spot Left: Pittsburgh Pirates | 2 | Show |
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| 56. | OOTP 22 Ep 15: Dodgers Challenge: Prospects Develop Well but Playoffs Elude | 2 | Show |
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| 57. | OOTP 21 -- Episode 27 -- Rule 4 June Draft -- Pittsburgh Pirates | 2 | |
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| 58. | OOTP 21 -- Episode 43 -- Brady Singer throws a Complete Game -- Pittsburgh Pirates | 2 | |
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| 59. | OOTP 22 Ep 5: Dodgers Challenge: We trade Dustin May, Gavin Lux and Zach McKinstry | 2 | Show |
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| 60. | OOTP 22 Ep 39: 2025 Game 4-of-162; Play Until We Win: Pittsburgh Pirates | 1 | Show |
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| 61. | OOTP 21 -- Episode 35 -- Game 2 of the 2022 NLDS -- Pittsburgh Pirates | 1 | |
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| 62. | OOTP 21 -- Episode 37 -- Bucs gear up for 2023 (!) -- Pittsburgh Pirates | 1 | |
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| 63. | OOTP 22 Ep 14: Dodgers Challenge: The 2021 Collapse is in Full Swing | 1 | Show | Out of the Park Baseball 22
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| 64. | OOTP 21 -- Episode 24 -- Opening Day 2022 -- Pittsburgh Pirates | 1 | |
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| 65. | OOTP 21 -- Episode 49 -- Division Battle! Stopping the Surging Cardinals -- Pittsburgh Pirates | 1 | | The Division
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| 66. | OOTP 21 -- Episode 45 -- Simulation Surprises & a Wild July -- Pittsburgh Pirates | 1 | |
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| 67. | OOTP 21 -- Episode 7 -- The Time I Met Bryce Harper in Real Life -- Pittsburgh Pirates | 1 | |
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| 68. | OOTP 21 -- Episode 33 -- Pirates clinch 2022 NL Central -- Pittsburgh Pirates | 1 | |
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| 69. | OOTP 22 Ep 91: Dodgers Challenge: 2024-2025 Offseason Extravaganza | 0 | Show |
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| 70. | OOTP 22 Ep 42: Dodgers Challenge: WORD SERIES GAME 1 -- Lucas Giolito is our Daddy | 0 | Show |
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| 71. | OOTP 22 Ep 97: Dodgers Challenge: 2025 NLDS Game 2 @ Atlanta Braves | 0 | Show |
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| 72. | OOTP 22 Ep 98: Dodgers Challenge: 2025 NLDS Game 3 vs. Atlanta Braves | 0 | Show |
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| 73. | OOTP 22 Ep 69 (Nice): Dodgers Challenge: Another Easy World Series Victory | 0 | Show |
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| 74. | OOTP 22 Ep 54: Dodgers Challenge: LA, San Diego separate from rest of MLB | 0 | Show |
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| 75. | OOTP 22 Ep 27: Dodgers Challenge: 8-game July win streak to extends NL West lead. | 0 | Show |
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| 76. | OOTP 22 Ep 12: Dodgers Challenge: Struggling to Keep Pace in 2021 | 0 | Show |
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| 77. | OOTP 22 Ep 79: Dodgers Challenge: 2024 NLDS Game 4 vs. San Diego Padres | 0 | Show |
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| 78. | OOTP 22 Ep 92: 2028 Trade Deadline Acquisitions and July Simulation: Pittsburgh Pirates | 0 | Show | Deadline
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| 79. | OOTP 22 Ep 64: Dodgers Challenge: NLCS GAME 3 2023 -- Andres Gimenez, Ryan Mountcastle go deep | 0 | Show |
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| 80. | OOTP 22 Ep 90: Pirates Late-Inning Rally Falls Short: Pittsburgh Pirates | 0 | Show |
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| 81. | OOTP 22 Ep 20: Dodgers Challenge: Extra Innings Needed for Third Time Against Diamondbacks | 0 | Show |
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| 82. | OOTP 22 Ep 93: The End is Near: Pittsburgh Pirates | 0 | Show |
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| 83. | OOTP 22 Ep 11: Dodgers Challenge: We Lose to the Pirates *insert meme* | 0 | Show |
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| 84. | OOTP 22 Ep 31: The Unfortunate Alternate Timeline: Pittsburgh Pirates | 0 | Show |
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| 85. | OOTP 22 Ep 58: Dodgers Challenge: 2023 NLDS GAME 2 -- PITCHERS DUEL FOR THE AGES | 0 | Show |
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| 86. | OOTP 22 Ep 65: Strong End to 2026 Season Despite Missing Playoffs: Pittsburgh Pirates | 0 | Show |
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| 87. | OOTP 22 Ep 80: Cardinals Ruin our Perfect Start in 2028: Pittsburgh Pirates | 0 | Show |
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| 88. | OOTP 22 Ep 63: We Acquire Vladimir Guerrero Jr.: Pittsburgh Pirates | 0 | Show |
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| 89. | OOTP 22 Ep 71: 2027 Trade Deadline -- Straddling the Fence: Pittsburgh Pirates | 0 | Show |
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| 90. | OOTP 21 -- Episode 61 -- Quiet Bats lead to 2025 NLDS Game 2 Loss -- Pittsburgh Pirates | 0 | |
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| 91. | OOTP 22 Ep 39: Dodgers Challenge: Andres Gimenez leads LA to Pivitol NLDS Game 5 victory. | 0 | Show |
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| 92. | OOTP 22 Ep 35: Entire 2024-2025 Offseason: Pittsburgh Pirates | 0 | Show |
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| 93. | OOTP 22 Ep 56: Kumar Rocker is Dealing: Pittsburgh Pirates | 0 | Show |
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| 94. | OOTP 22 Ep 47: Preview of the 2025 NL Wild Card Game: Pittsburgh Pirates | 0 | Preview |
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| 95. | OOTP 22 Ep 69 (Nice): Speed Sim to July 2027: Pittsburgh Pirates | 0 | Show |
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| 96. | OOTP 22 Ep 80: Dodgers Challenge: 2024 NLDS Game 5 @ San Diego Padres | 0 | Show |
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| 97. | OOTP 22 Ep 28: Dodgers Challenge: We trade for Aaron Nola | 0 | Show |
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| 98. | OOTP 22 Ep 30: The 2024 Alternate Simulation Timeline: Pittsburgh Pirates | 0 | Show | Out of the Park Baseball 22
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| 99. | OOTP 21 -- Episode 52 -- 2023 NLDS Game 1 -- Pittsburgh Pirates | 0 | |
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| 100. | OOTP 22 Ep 27: Full 2023 NLDS vs. Washington Nationals: Pittsburgh Pirates | 0 | Show |
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