| ID | Interpret | Skladba | Album | |
| 61. | Ila Cantor | 3. The Poet | Live September 30th, 2008 |  |
| 62. | Paul Thurrott with Leo Laporte | Windows Weekly 75: Paul Amok | Windows Weekly September 2008 | |
| 63. | Ila Cantor | 6.New | Live September 11th 2008 | |
| 64. | Ila Cantor | 6.docking | Live September 11th 2008 | |
| 65. | Randal Schwartz and Leo Laporte | FLOSS Weekly 39: Simon Phipps | FLOSS Weekly September 2008 | |
| 66. | Leo Laporte, Alex Lindsay, Scott Bourne, Daniel Jalkut, and Austin Meyer | MacBreak Weekly 108: Pull My iTunes | MacBreak Weekly September 2008 | |
| 67. | DUBCNN: Topic | Dubcnn Interview September 2008 | Dubcnn Interview September 2008 | |
| 68. | Ila Cantor | 7 The wrong Opinion | Live September 30th, 2008 | |
| 69. | Ila Cantor | 8.FloorOrAWall | Live September 11th 2008 | |
| 70. | Vivian Girls | Second Date | Live on WFMU September 2008 |  |
| 71. | Randal Schwartz and Leo Laporte | FLOSS Weekly 42: Roger Dannenberg of Audacity | FLOSS Weekly September 2008 | |
| 72. | Randal Schwartz and Leo Laporte | FLOSS Weekly 41: DotNetNuke | FLOSS Weekly September 2008 | |
| 73. | Vivian Girls | Such A Joke | Live on WFMU September 2008 | |
| 74. | Ila Cantor | 5. week2 | Live September 11th 2008 | |
| 75. | Randal Schwartz and Leo Laporte | FLOSS Weekly 40: Jeff Robbins Of Lullabot | FLOSS Weekly September 2008 | |
| 76. | Randal Schwartz and Leo Laporte | FLOSS Weekly 39: Simon Phipps | FLOSS Weekly September 2008 | |
| 77. | Ila Cantor | 7.double-think | Live September 11th 2008 | |
| 78. | Charlie & Shaman | Apocalypse Radio September 28 2008 | Apocalypse Radio September 28 2008 | |
| 79. | Vivian Girls | I Have No Fun | Live on WFMU September 2008 | |
| 80. | Vivian Girls | I Can't Stay | Live on WFMU September 2008 | |
| 81. | Randal Schwartz and Leo Laporte | FLOSS Weekly 42: Roger Dannenberg of Audacity | FLOSS Weekly September 2008 | |
| 82. | Ila Cantor | 1. What he Said | Live September 30th, 2008 | |
| 83. | Randal Schwartz and Leo Laporte | FLOSS Weekly 42: Roger Dannenberg of Audacity | FLOSS Weekly September 2008 | |
| 84. | Leo Laporte, Scott Bourne, Merlin Mann and Andy Ihnatko | MacBreak Weekly 104: In A World Made Of Chrome | MacBreak Weekly September 2008 | |
| 85. | Charlie & Shaman | Apocalypse Radio September 14 2008 | Apocalypse Radio September 14 2008 | |
| 86. | Charlie & Shaman | Apocalypse Radio September 21 2008 | Apocalypse Radio September 21 2008 | |
| 87. | CBC Radio: The Best of The Sunday Edition | sundayedition 2008-09-10 | The Best of the Sunday Edition: September 7, 2008 | |
| 88. | Paul Thurrott with Leo Laporte | Windows Weekly 76: Spider Pig | Windows Weekly September 2008 | |
| 89. | Leo Laporte, Scott Bourne, Merlin Mann and Andy Ihnatko | MacBreak Weekly 104: In A World Made Of Chrome | MacBreak Weekly September 2008 | |
| 90. | Ila Cantor | 1.May17 | Live September 11th 2008 | |
