| ID | Interpret | Skladba | Album | |
| 31. | tachikoma vs. slogic | sinister dexterity | blips and ifs |  |
| 32. | SNES Doom | E2M4 - Sinister | Elbryan42's Awesome Quality! | |
| 33. | Daina Michelle Griffith | At Sardi's -- Pittsburgh Roots | Pittsburgh on Broadway | |
| 34. | Erin Krom | At Sardi's -- Pittsburgh Roots | Pittsburgh on Broadway | |
| 35. | Sharon Fallon | At Sardi's -- Pittsburgh Roots | Pittsburgh on Broadway | |
| 36. | Courtney Laine Mazza | At Sardi's -- Pittsburgh Roots | Pittsburgh on Broadway | |
| 37. | Ben Folds | Lonley Building of Pittsburgh | Rare Songs | |
| 38. | TM Productions | KDKA Pittsburgh, PA - Composite | | |
| 39. | August 2000 | 1020 KDKA/Pittsburgh, PA | Contributor: Carl Gorney | |
| 40. | TM Productions | KDKA Pittsburgh, PA - Composite | | |
| 41. | Lonnie Gaetano | At Sardi's -- Pittsburgh Roots | Pittsburgh on Broadway | |
| 42. | Bob Buckler and Jerry James | At Sardi's -- Pittsburgh Roots | Pittsburgh on Broadway | |
| 43. | PAMS Productions | KQV - Pittsburgh, PA - Piano Ballad | N/A | |
| 44. | TM Productions | AFRN / KDKA Pittsburgh, PA | TM Century, Inc. | |
| 45. | Omnibus Wind Ensemble | Sinister Footwear, 2nd movement | Music by Frank Zappa | |
| 46. | Two-Pound Planet | Two Pound Planet - Sinister Sun | Whispering Delicious | |
| 47. | Michael Cole & Greg J. Leahy | Episode 47: Rightly Sinister | Radio Trivia: Podcast Edition / NintendoWorldReport.com | |
| 48. | Wes | The Sinister Podcast Vol. 01 //NorthWestJungle.com | Mixed By Wes | |
| 49. | Non Credo | Nice Skinny Sinister Old Man | Eyesore: A Stab at the Residents | |
| 50. | Carl's Place Radio | Sinister Q Meets SOAD | CP Radio Shorts | |
| 51. | Two-Pound Planet | Two Pound Planet - Sinister Sun | Whispering Delicious | |
| 52. | Del Sinchak Band | Pittsburgh's on the Road to Detroit City | a survey of Steelers songs | |
| 53. | PAMS PRODUCTIONS, INC. | KDKA Pittsburgh - Custom Jingles | | |
| 54. | Jay Thurber/WRCT | Family Feud Pittsburgh Style | | |
| 55. | Pittsburgh Indymedia: Rustbelt Radio | Amy Goodman in Pittsburgh, October 14, 2006 | | |
| 56. | Red Ice Creations Radio | Peter Levenda - Sinister Forces | Red Ice Creations | |
| 57. | Darin Epsilon | * Seduction of the Sinister Sun * Promo CD May 2003 * | Promo CD / May 5, 2003 | |
| 58. | Bjorn Lynne | The Sinister Maze - A Journey Through the Catacombs | Witchwood | |
| 59. | The Nihilist Spasm Band | The Nihilist Spasm Band - Sinister | 7x~x=x | |
| 60. | Yamagato Industries Business Report | Annual 3: Revenge of the Pittsburgh Podcast Crossover | | |
