| 101. | Aaron Boone postgame presser | 370 | |
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| 102. | Aaron Boone breaks down Yankees loss | 369 | |
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| 103. | Aaron Judge discusses ALCS Game 3 | 368 | Discussion |
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| 104. | Aaron Boone on Yankees' 5-0 loss in ALCS Game 3 | 367 | |
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| 105. | Which free agents will Yankees target this offseason? | 367 | |
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| 106. | Derek Rodriguez, fan who got home run ball, meets Aaron Judge | 366 | |
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| 107. | Luke Voit on role with the return of Anthony Rizzo approaching | 362 | |
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| 108. | Aaron Boone discusses game against Rangers | 347 | |
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| 109. | Aaron Boone breaks down ALCS Game 1 loss | 342 | |
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| 110. | The XFL is officially re-launching in 2020 | 340 | |
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| 111. | Aaron Judge speaks following the Yankees' 5-0 loss to the Braves | 339 | |
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| 112. | Aaron Boone breaks down extra-inning loss to Mariners | 338 | |
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| 113. | Aaron Judge on being eliminated from 2023 postseason | 338 | |
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| 114. | Brian Cashman addresses the Yankees' present and future | 337 | |
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| 115. | Alex Rodriguez on Boone, Astros | 336 | |
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| 116. | Giancarlo Stanton officially becomes a New York Yankee (FULL PRESS CONFERENCE) | 335 | |
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| 117. | Gerrit Cole reacts to ALCS Game 3 outing | 334 | |
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| 118. | Gerrit Cole on outing vs. Seattle | 331 | |
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| 119. | Manager Aaron Boone reflects on the Yankees' loss | 329 | |
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| 120. | Would Yankees trade Gleyber Torres for Jacob deGrom? | 329 | |
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| 121. | Clay Holmes breaks down outing against Rangers | 328 | |
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| 122. | Aaron Boone reacts to ALDS Game 5 loss | 328 | |
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| 123. | Aaron Hicks after being removed from the game in the fifth inning | 325 | |
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| 124. | Juan Soto's Yankees spring training press conference | 323 | |
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| 125. | Top 5 NBA players to never win a championship | 322 | |
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| 126. | Why haven't the Yankees signed Bryce Harper or Manny Machado? | 316 | |
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| 127. | Aaron Boone discusses game against Red Sox | 316 | Discussion |
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| 128. | How the Yankees could take down the Astros | 315 | |
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| 129. | 2022 ALCS Game 2 instant reaction | 314 | |
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| 130. | What moves would put the 2019 Yankees over the top? | 314 | |
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| 131. | Don LaGreca lets loose epic rant on TMKS caller | 313 | |
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| 132. | Aaron Judge's reaction to young fan receiving his home run ball in Toronto | 310 | |
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| 133. | Recapping Giants' 'colossal disaster' Week 1 vs. Cowboys | 307 | |
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| 134. | Cincinnati Reds Aroldis Chapman's injury proves MLB need for pitching head gear | 307 | |
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| 135. | The best quarterback from the 2004 NFL Draft | 306 | |
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| 136. | Joe Girardi on losing to the Astros in Game 7 | 306 | |
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| 137. | Aaron Boone on Clay Holmes, 3-2 loss to Tigers in Williamsport | 306 | |
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| 138. | Jeff Passan on the Houston Astros sign-stealing scandal | 306 | |
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| 139. | Michael Kay weighs in on Joey Gallo's exit from the Bronx | 305 | |
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| 140. | Should Kobe Bryant be the new NBA logo? | 304 | |
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| 141. | Would Mets trade Noah Syndergaard, Jacob deGrom to the Yankees? | 304 | |
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| 142. | The Michael Kay Show breaks down if the Yankees will go after Strasburg and Cole | 301 | |
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| 143. | Are Houston Astros pitchers illegally doctoring baseballs? | 300 | |
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| 144. | Next possible Yankees managers | 299 | |
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| 145. | Hal Steinbrenner on the 2020 Yankees season | 298 | |
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| 146. | Breaking down Gerrit Cole's deal with the Yankees | 297 | |
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| 147. | Meredith Marakovits catches up with Derek Jeter | 297 | |
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| 148. | Top 10 worst NBA jerseys | 296 | |
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| 149. | Yankees acquire Juan Soto from Padres | 296 | |
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| 150. | Buck Showalter dives deeper into Astros scandal | 294 | Show |
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| 151. | Aaron Boone talks Wednesday night's loss to the Angels | 292 | |
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| 152. | Gerrit Cole's first spring press conference | 292 | |
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| 153. | Aaron Boone on 7-3 loss to Angels, Carlos Rodón's outing | 292 | |
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| 154. | TMKS responds to Aaron Rodgers comments from The Pat McAfee Show | 289 | Show |
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| 155. | Aaron Boone on choosing to bench Gleyber Torres | 289 | |
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| 156. | Gerrit Cole on his 2021 AL Wild Card start | 287 | |
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| 157. | Paul O'Neill shares thoughts on Yankees' heart-breaking Game 3 loss | 287 | |
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| 158. | Aaron Judge hits 60th home run in win over Pirates | 286 | |
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| 159. | No Yankees players receive qualifying offers | 285 | |
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| 160. | Aaron Boone on play at plate, 6-5 loss | 285 | |
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| 161. | Aaron Boone says Yankees need to bring A-game against Houston | 284 | |
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| 162. | Aaron Boone "that's quite a stretch" regarding Jim Crane's comments on sign-stealing impacting games | 284 | |
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| 163. | Aaron Judge reacts to Andrew Benintendi trade | 281 | |
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| 164. | Mark Teixeira interview | 280 | |
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| 165. | Aaron Judge hits walk-off home run to beat Astros | 278 | |
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| 166. | Aaron Boone on Game 4 of the Yankees vs. Red Sox series | 278 | |
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| 167. | Roger Maris Jr. on Aaron Judge's status as the 'actual single-season home run champ' | 278 | |
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| 168. | Latest on Gerrit Cole's meeting with the Yankees | 277 | |
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| 169. | Giancarlo Stanton crushes massive home run in Triple-A | 276 | |
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| 170. | Manager Aaron Boone after the Yankees' loss | 276 | |
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| 171. | Frankie Montas on his debut | 274 | |
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| 172. | Would Manny Machado be a good fit on the Yankees? | 274 | |
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| 173. | Yankees acquire LHP James Paxton from Mariners | 273 | |
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| 174. | Breaking down Mike Trout's historic $430 million extension | 273 | |
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| 175. | Jazz Chisholm Jr. reflects on his New York Yankee debut | 268 | |
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| 176. | Michael Kay loses bet, eats entire Whopper on air | 268 | |
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| 177. | New Jersey Nets Brooklyn Arena | 267 | |
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| 178. | Mike Francesa erupts over Joba's role | 267 | |
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| 179. | Breaking down Yankees' acquisition of Harrison Bader | 267 | |
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| 180. | Aaron Boone on Yankees' Game 3 loss vs. Houston | 267 | |
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| 181. | Don La Greca bans Steve from Brooklyn from TMKS | 265 | |
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| 182. | Anthony Rizzo goes 2-for-3 with huge homer in debut victory | 264 | |
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| 183. | Joe Namath on Zach Wilson's Week 4 performance vs. KC | 264 | |
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| 184. | Breaking down MLB's sweeping new rule change proposals | 263 | |
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| 185. | Aaron Boone after the Yankees final game of the first half in the 2021 season | 263 | |
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| 186. | Aaron Boone on 11-3 loss in Atlanta | 261 | |
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| 187. | Brett Gardner ejected in Yankees' loss in Toronto | 260 | |
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| 188. | DJ LeMahieu Game 6 Postgame Press Conference | 260 | |
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| 189. | Aaron Boone recaps loss to Marlins | 259 | |
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| 190. | Domingo Germán after his start in Toronto | 258 | |
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| 191. | Brian Cashman updates active negotiations with Aaron Judge | 258 | |
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| 192. | Anthony Rizzo catches up with Meredith Marakovits postgame | 257 | |
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| 193. | Report: Yankees set to make Gerrit Cole an offer Monday | 256 | |
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| 194. | Aaron Judge discusses why returning to the Yankees means so much | 253 | |
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| 195. | Aaron Boone on ALCS Game 4 loss | 253 | |
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| 196. | Giancarlo Stanton on joining the New York Yankees | 253 | |
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| 197. | Michael Kay believes everything Houston won will be tainted | 250 | |
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| 198. | Aaron Boone after loss to Orioles Sunday | 249 | |
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| 199. | Aaron Boone assesses Yankees 2022 season on the Michael Kay Show | 249 | Show |
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| 200. | Brett Gardner on his future with the Yankees | 249 | |
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