| ID | Interpret | Skladba | Album | |
| 31. | Dick DeBartolo with Leo Laporte | Daily Giz Wiz 688: Sandisk Slot Music | Daily Giz Wiz October 2008 |  |
| 32. | Dick DeBartolo with Leo Laporte | Dick DeBartolo with Leo Laporte - Daily Giz Wiz 676: HP HDX-18 Laptop | Daily Giz Wiz October 2008 | |
| 33. | Dick DeBartolo with Leo Laporte | Daily Giz Wiz 682: The Gadget Station | Daily Giz Wiz October 2008 | |
| 34. | Denise Howell, Colette Vogele, Evan Brown, and Karl Susman | TWiL 18: Dispatches from the Electronic Frontier | TWiL October 2008 | |
| 35. | Dick DeBartolo with Leo Laport | Daily Giz Wiz 671: Mio Knightr | Daily Giz Wiz October 2008 | |
| 36. | Ila Cantor | 1. What HE Said | Live October 13, 2008 | |
| 37. | Eric Jordan | Prism, October 2008 | Prism, October 2008 | |
| 38. | Amber MacArthur and Leo Laporte | net@night 69: My Name Is Webby | net@night October 2008 | |
| 39. | Rick Burgess | Gotta Serve Somebody | Sunday, October 26, 2008 | |
| 40. | Bonnie Anderson | Sermon for Sunday 11am Choral Eucharist | Sunday, October 19 2008 | |
| 41. | The Rev. Cn. Mary E. Haddad | Sermon for Sunday 11am Choral Eucharist | Sunday, October 26 2008 | |
| 42. | The Very Rev. Alan Jones | Sermon for Sunday 11am Choral Eucharist | Sunday, October 5 2008 | |
| 43. | The Very Rev. Alan Jones | Sermon for Sunday 11am Choral Eucharist | Sunday, October 12 2008 | |
| 44. | Ila Cantor | 4. Double-Think | Live October 13, 2008 | |
| 45. | Ila Cantor | 6. Popsicle Head | Live October 13, 2008 | |
| 46. | Ila Cantor | 7. Quarter Notes #2 | Live October 13, 2008 | |
| 47. | DJ Ian Head and DJ Center | October 2008 Mixtape - Household Classics | October 2008 Mixtape | |
| 48. | Ila Cantor | 7.Double Think | Live October 14, 2008 | |
| 49. | Carta | Bridges | An Index of Birds | |
| 50. | Frontier Index | Collide | Frontier Index | |
| 51. | Paul Jacob | Light Rail, Too Heavy for Developers | Common Sense, October 20 - 31, 2008 | |
| 52. | Randal Schwartz and Leo Laporte | FLOSS Weekly 45: KDE | FLOSS Weekly October 2008 | |
| 53. | Paul Jacob | A Barney Frank Appraisal | Common Sense, October 6 - 17, 2008 | |
| 54. | Kanye West | Love Lockdown | October Hits 2008 DJ JoVy |   |
| 55. | Paul Thurrott with Leo Laporte | Windows Weekly 80: PDC Preview | Windows Weekly October 2008 | |
| 56. | Paul jacob | Real Change at the Ballot Box | Common Sense, October 6 - 17, 2008 | |
| 57. | Paul Thurrott with Leo Laporte | Windows Weekly 79: He's A Biter | Windows Weekly October 2008 | |
| 58. | Paul Thurrott with Leo Laporte | Windows Weekly 78: Microsoft Strata | Windows Weekly October 2008 | |
| 59. | Paul Jacob | A Bloombergian, Buzzing Confusion | Common Sense, October 6 - 17, 2008 | |
| 60. | Paul Thurrott with Leo Laporte | Windows Weekly 81: Windows 7 and Azure | Windows Weekly October 2008 | |
