| ID | Interpret | Skladba | Album | |
| 61. | Paul Thurrott with Leo Laporte | Windows Weekly 110: Paul's Shattered Hopes | Windows Weekly June 2009 |  |
| 62. | Paul Jacob | Prop 13 Declared Innocent | Common Sense, June 8 - 12, 2009 | |
| 63. | Paul Jacob | Something Fishy in Seattle | Common Sense, June 15 - 19. 2009 | |
| 64. | Cathy Walker | Cathy Walker | This Road He Journeyed On - June 2009 | |
| 65. | Randal Schwartz, Jono Bacon, and Leo Laporte | FLOSS Weekly 73: Tim O'Reilly | FLOSS Weekly June 2009 | |
| 66. | Paul Jacob | So Let It Be Read | Common Sense, June 22 - 26, 2009 | |
| 67. | Paul Jacob | Hope for the Hopeless | Common Sense, June 8 - 12, 2009 | |
| 68. | Paul Jacob | I Don't Rule the World | Common Sense, June 8 - 12, 2009 | |
| 69. | Paul Thurrott with Leo Laporte | Windows Weekly 110: Paul's Shattered Hopes | Windows Weekly June 2009 | |
| 70. | Charlie & Shaman | Apocalypse Radio June 14 2009 | Apocalypse Radio June 14 2009 | |
| 71. | Q: The Podcast from CBC Radio | qpodcast 2009-06-02 | Q: The Podcast for Tuesday June, 2, 2009 | |
| 72. | Charlie & Shaman | Apocalypse Radio June 21 2009 | Apocalypse Radio June 21 2009 | |
| 73. | Charlie & Shaman | Apocalypse Radio June 29 2009 | Apocalypse Radio June 29 2009 | |
| 74. | Bill Sweet | FOING SPACE Q&A | Space Program June 2009 | |
| 75. | Paul Jacob | Sotto Voce Sotomayor | Common Sense, June 1 - 5, 2009 | |
| 76. | Jay Sean Ft Lil' Wayne | Down | June Hits 2009 DJ JoVy |  |
| 77. | Paul Jacob | Let This Woman Be Tree-Free | Common Sense, June 15 - 19. 2009 | |
| 78. | WVXU | WVXU - 90-Second Naturalist for Thursday, June 11, 2009 | 90-Second Naturalist for Thursday, June 11, 2009 | |
| 79. | Paul Thurrott with Leo Laporte | Windows Weekly 112: Spring Loaded Paul | Windows Weekly June 2009 | |
| 80. | Paul Jacob | A Law to be Named Later | Common Sense, June 8 - 12, 2009 | |
| 81. | Charlie & Shaman | Apocalypse Radio June 07 2009 | Apocalypse Radio June 07 2009 | |
| 82. | Gramophonedzie | Why Don't You | Beatport Chart Top 10 June 2009 |  |
| 83. | WVXU | 90-Second Naturalist for Friday, June 26, 2009 | 90-Second Naturalist for Friday, June 26, 2009 | |
| 84. | WVXU | WVXU - 90-Second Naturalist for Thursday, June 04, 2009 | 90-Second Naturalist for Thursday, June 04, 2009 | |
| 85. | Paul Jacob | Fast Lanes for Everybody | Common Sense, June 22 - 26, 2009 | |
| 86. | Paul Jacob | Oregon's $10,000 Innocent-Bystander Fine | Common Sense, June 22 - 26, 2009 | |
| 87. | WVXU | 90-Second Naturalist for Friday, June 12, 2009 | 90-Second Naturalist for Friday, June 12, 2009 | |
| 88. | WVXU | 90-Second Naturalist for Friday, June 05, 2009 | 90-Second Naturalist for Friday, June 05, 2009 | |
| 89. | Paul Jacob | No Bible Studies Allowed | Common Sense, June 8 - 12, 2009 | |
| 90. | DJ Empirical | Pris Mix June 2009: Les Deux Sexy | Pris Mix June 2009: Les Deux Sexy | |
