| ID | Interpret | Skladba | Album | |
| 91. | The Index | 01 Eight Miles High | The Index [aka The Black Album] |  |
| 92. | Chuzzlewit | All the Rivers Leave Their Beds | An Experimental Index of the Heart | |
| 93. | Chuzzlewit | All the Rivers Leave Their Beds | An Experimental Index of the Heart | |
| 94. | King Kong Ding Dong | Hot Train | Youth Culture Index | |
| 95. | Paul Thurrott with Leo Laporte | Windows Weekly 59: That Thing Out There | Windows Weekly May 2008 | |
| 96. | Leo Laporte, Andy Ihnatko, Merlin Mann, and Alex Lindsay | MacBreak Weekly 90: Flippin' the Bird | MacBreak Weekly May 2008 | |
| 97. | Randal Schwartz and Leo Laporte | FLOSS Weekly 29: Dan Ingalls | FLOSS Weekly May 2008 | |
| 98. | Leo Laporte, Scott Bourne, Merlin Mann, Andy Ihnatko, and Alex Lindsay | MacBreak Weekly 88: Drobotized | MacBreak Weekly May 2008 | |
| 99. | Randal Schwartz and Leo Laporte | FLOSS Weekly 29: Dan Ingalls | FLOSS Weekly May 2008 | |
| 100. | Paul Thurrott with Leo Laporte | Windows Weekly 61: Windows 7 | Windows Weekly May 2008 | |
| 101. | Leo Laporte, Andy Ihnatko, Justine Ezarik, Alex Lindsay, and Merlin Mann | MacBreak Weekly 89: Shrimp Torrents | MacBreak Weekly May 2008 | |
| 102. | Leo Laporte, Andy Ihnatko, Mer | MacBreak Weekly 90: Flippin' t | MacBreak Weekly May 2008 | |
| 103. | Paul Thurrott with Leo Laporte | Windows Weekly 57: Microsoft 2 | Windows Weekly May 2008 | |
| 104. | Paul Thurrott with Leo Laporte | Windows Weekly 57: Microsoft 2 | Windows Weekly May 2008 | |
| 105. | Paul Thurrott with Leo Laporte | Windows Weekly 59: That Thing Out There | Windows Weekly May 2008 | |
| 106. | Randal Schwartz and Leo Laporte | FLOSS Weekly 29: Dan Ingalls | FLOSS Weekly May 2008 | |
| 107. | Paul Thurrott with Leo Laporte | Windows Weekly 60: PP #1 | Windows Weekly May 2008 | |
| 108. | Randal Schwartz and Leo Laporte | FLOSS Weekly 29: Dan Ingalls | FLOSS Weekly May 2008 | |
| 109. | Paul Thurrott with Leo Laporte | Windows Weekly 58: Mission Accomplished | Windows Weekly May 2008 | |
| 110. | Paul Thurrott with Leo Laporte | Windows Weekly 58: Mission Accomplished | Windows Weekly May 2008 | |
| 111. | Paul Thurrott with Leo Laporte | Windows Weekly 61: Windows 7 | Windows Weekly May 2008 | |
| 112. | Rich Levin | Erik Shonfeld, editor, TechCrunch | PC TALK 2008 | |
| 113. | Randal Schwartz and Leo Laporte | FLOSS Weekly 36: CouchDB | FLOSS Weekly August 2008 | |
| 114. | Paul Thurrott with Leo Laporte | Windows Weekly 47: The Red Show | Windows Weekly January 2008 | |
| 115. | Randal Schwartz and Leo Laporte | FLOSS Weekly 45: KDE | FLOSS Weekly October 2008 | |
| 116. | Leo Laporte, Merlin Mann, Arnold Kim, and Andy Ihnatko | MacBreak Weekly 99: Free The Fruits | MacBreak Weekly July 2008 | |
| 117. | Randal Schwartz and Leo Laporte | FLOSS Weekly 34: DJANGO | FLOSS Weekly July 2008 | |
| 118. | Randal Schwartz and Leo Laporte | FLOSS Weekly 38: Asterisk | FLOSS Weekly August 2008 | |
| 119. | Leo Laporte, Merlin Mann, Arnold Kim, and Andy Ihnatko | MacBreak Weekly 99: Free The Fruits | MacBreak Weekly July 2008 | |
| 120. | Randal Schwartz and Leo Laporte | FLOSS Weekly 34: DJANGO | FLOSS Weekly July 2008 | |
