| ID | Interpret | Skladba | Album | |
| 61. | Ila Cantor | 7. Quarter Notes #2 | Live October 13, 2008 |  |
| 62. | Eric Jordan | Prism, October 2008 | Prism, October 2008 | |
| 63. | Dick DeBartolo with Leo Laporte | Daily Giz Wiz 686: T-Mobile's G1 | Daily Giz Wiz October 2008 | |
| 64. | David Talbot | The Forum at Grace Cathedral - SF | Sunday, October 12 2008 | |
| 65. | Carta | Bridges | An Index of Birds | |
| 66. | Frontier Index | Collide | Frontier Index | |
| 67. | Leo Laporte, Andy Ihnatko , Sc | MacBreak Weekly 109: Steve Liv | MacBreak Weekly October 2008 | |
| 68. | Paul Thurrott with Leo Laporte | Windows Weekly 78: Microsoft Strata | Windows Weekly October 2008 | |
| 69. | Paul Jacob | Light Rail, Too Heavy for Developers | Common Sense, October 20 - 31, 2008 | |
| 70. | Paul jacob | Real Change at the Ballot Box | Common Sense, October 6 - 17, 2008 | |
| 71. | Paul Jacob | When Good Economists Go Bad | Common Sense, October 20 - 31, 2008 | |
| 72. | Paul Jacob | A Bloombergian, Buzzing Confusion | Common Sense, October 6 - 17, 2008 | |
| 73. | Charlie & Shaman | Apocalypse Radio October 26 2008 | Apocalypse Radio October 26 2008 | |
| 74. | Paul Thurrott with Leo Laporte | Windows Weekly 80: PDC Preview | Windows Weekly October 2008 | |
| 75. | Paul Thurrott with Leo Laporte | Windows Weekly 81: Windows 7 and Azure | Windows Weekly October 2008 | |
| 76. | Paul Thurrott with Leo Laporte | Windows Weekly 79: He's A Biter | Windows Weekly October 2008 | |
| 77. | Paul Jacob | Too Darn Much Trouble? | Common Sense, October 6 - 17, 2008 | |
| 78. | Paul Jacob | A Barney Frank Appraisal | Common Sense, October 6 - 17, 2008 | |
| 79. | Randal Schwartz and Leo Laporte | FLOSS Weekly 46: SCALE | FLOSS Weekly October 2008 | |
| 80. | Randal Schwartz and Leo Laporte | FLOSS Weekly 45: KDE | FLOSS Weekly October 2008 | |
| 81. | Richard Armitage, Richard Allinson | Richard Armitage on The Sarah Kennedy Show | BBC Radio 2, 27th October 2008 | |
| 82. | Randal Schwartz and Leo Laporte | FLOSS Weekly 44: GNUstep | FLOSS Weekly October 2008 | |
| 83. | Charlie & Shaman | Apocalypse Radio October 05 2008 | Apocalypse Radio October 05 2008 | |
| 84. | Chuzzlewit | All the Rivers Leave Their Beds | An Experimental Index of the Heart | |
| 85. | Alexander Bul�r - Zalza | Global Intelligence Systems | Cypherians Systems - Index | |
| 86. | Chuzzlewit | All the Rivers Leave Their Beds | An Experimental Index of the Heart | |
| 87. | The Index | 01 Eight Miles High | The Index [aka The Black Album] | |
| 88. | King Kong Ding Dong | Hot Train | Youth Culture Index | |
| 89. | Bernadette Seacrest and her Provocateurs | Empty Streets | Live At Eddie's Attic October 8, 2008 | |
| 90. | Bernadette Seacrest and her Provocateurs | Cold In My Bed | Live At Eddie's Attic October 8, 2008 | |
