| ID | Interpret | Skladba | Album | |
| 151. | Ila Cantor | 3. The Wrong Opinion | Live October 13, 2008 |  |
| 152. | Chancel Choir | Christ is With Us | Anthem October 5 2008 | |
| 153. | Dick DeBartolo with Leo Laporte | Daily Giz Wiz 690: Kodak Disc Camera | Daily Giz Wiz October 2008 | |
| 154. | Steve Gibson with Leo Laporte | Security Now 167: Your Questio | Security Now October 2008 | |
| 155. | The Rev. Cn. Mary E. Haddad | Sermon for Sunday 11am Choral Eucharist | Sunday, October 26 2008 | |
| 156. | DJ Ian Head and DJ Center | October 2008 Mixtape - Household Classics | October 2008 Mixtape | |
| 157. | Denise Howell, Colette Vogele, Evan Brown, and Karl Susman | Denise Howell, Colette Vogele, Evan Brown, and Karl Susman - TWiL 18: Dispatches from the Electronic Frontier | TWiL October 2008 | |
| 158. | Denise Howell, Colette Vogele, Evan Brown, and Karl Susman | TWiL 18: Dispatches from the Electronic Frontier | TWiL October 2008 | |
| 159. | Amber MacArthur and Leo Laporte | net@night 69: My Name Is Webby | net@night October 2008 | |
| 160. | Paul Thurrott with Leo Laporte | Windows Weekly 81: Windows 7 and Azure | Windows Weekly October 2008 | |
| 161. | Paul Jacob | Light Rail, Too Heavy for Developers | Common Sense, October 20 - 31, 2008 | |
| 162. | Paul Jacob | When Good Economists Go Bad | Common Sense, October 20 - 31, 2008 | |
| 163. | Paul Thurrott with Leo Laporte | Windows Weekly 78: Microsoft Strata | Windows Weekly October 2008 | |
| 164. | Paul Thurrott with Leo Laporte | Windows Weekly 79: He's A Biter | Windows Weekly October 2008 | |
| 165. | Randal Schwartz and Leo Laporte | FLOSS Weekly 45: KDE | FLOSS Weekly October 2008 | |
| 166. | Ciara | Work | THE HITS OCTOBER 2008 by Melero VOL.1 |  |
| 167. | Paul Thurrott with Leo Laporte | Windows Weekly 80: PDC Preview | Windows Weekly October 2008 | |
| 168. | Paul Jacob | A Barney Frank Appraisal | Common Sense, October 6 - 17, 2008 | |
| 169. | Paul Jacob | Too Darn Much Trouble? | Common Sense, October 6 - 17, 2008 | |
| 170. | Paul Jacob | A Bloombergian, Buzzing Confusion | Common Sense, October 6 - 17, 2008 | |
| 171. | Randal Schwartz and Leo Laporte | FLOSS Weekly 44: GNUstep | FLOSS Weekly October 2008 | |
| 172. | Kanye West | Love Lockdown | October Hits 2008 DJ JoVy |  |
| 173. | Randal Schwartz and Leo Laporte | FLOSS Weekly 46: SCALE | FLOSS Weekly October 2008 | |
| 174. | Paul jacob | Real Change at the Ballot Box | Common Sense, October 6 - 17, 2008 | |
| 175. | Keri Hilson Ft. Akon | Mic Check | October Hits 2008 DJ JoVy | |
| 176. | Kanye West | Love Lockdown | October Hits 2008 DJ JoVy | |
| 177. | Leo Laporte, Andy Ihnatko , Sc | MacBreak Weekly 109: Steve Liv | MacBreak Weekly October 2008 | |
| 178. | Kiley Dean | Who Will I Run To? | Mainstream Radio - October 200 | |
| 179. | D4l | Laffy Taffy | Rhythm Radio October | |
| 180. | Se Sa | Like This Like That | CD Pool Radio October | |
