| ID | Interpret | Skladba | Album | |
| 61. | The Aislers Set | Through The Swells | How I Learned To Write Backwards |  |
| 62. | The Aislers Set | Melody Not Malaise | How I Learned To Write Backwards | |
| 63. | Sharon Jones and the Dap-Kings | Better Things | I Learned the Hard Way (Bonus | |
| 64. | Ben Karlin | You Too Will Get Crushed | Things I've Learned From Women Who've Dumped Me | |
| 65. | Directions Media | Directions on the News - Feb 17, 2009 | Lessons Learned from Brave Geo Entrepreneurs | |
| 66. | David Maister | Attracting New Clients | Lessons I've learned - Marketing Professional Services | |
| 67. | David Maister | Business Development | Lessons I've learned - Marketing Professional Services | |
| 68. | David Maister | Doing it for the Money | Lessons I've learned - Marketing Professional Services | |
| 69. | David Maister | Understanding Relationships and Transactions | Lessons I've learned - Marketing Professional Services | |
| 70. | Creed | What's This Life For | My own prison |   |
| 71. | Creed | My Own Prison | My own prison | |
| 72. | Creed | Ode | My Own Prison | |
| 73. | Hijackalope | Road Crow | Too Pretty for Prison | |
| 74. | Hijackalope | Introlla Rockinrolla | Too Pretty for Prison | |
| 75. | Hijackalope | Beer | Too Pretty for Prison | |
| 76. | Hijackalope | Song to Take a Dump To | Too Pretty for Prison | |
| 77. | Hijackalope | The Man on the Street Corner with a Head Injury Who Waves to Traffic | Too Pretty for Prison | |
| 78. | Johnny Cash | Cocaine Blues | At Folsom Prison | |
| 79. | Hijackalope | The World Don't Need Another Shitty Punk Band | Too Pretty for Prison | |
| 80. | Hijackalope | The Man on the Street Corner with a Head Injury Who Waves to Traffic | Too Pretty for Prison | |
| 81. | Hijackalope | I Love Kitties | Too Pretty for Prison | |
| 82. | East Coast Avengers | Prison Planet CLEAN | Prison Planet | |
| 83. | Johnny Cash | Johnny Cash - 14.Jackson | At Folsom Prison | |
| 84. | Johnny Cash | Jackson | At Folsom Prison | |
| 85. | A Perfect Circle | The Outsider | Prison Break | |
| 86. | Hijackalope | Song to Take a Dump To | Too Pretty for Prison | |
| 87. | Hijackalope | Lil' Caligulla's Pizza | Too Pretty for Prison | |
| 88. | Hijackalope | My Ship's a Piece of Shit and I Fucking Hate It | Too Pretty for Prison | |
| 89. | Ferry Corsten | Prison Break Theme | Prison Break | |
| 90. | East Coast Avengers | Kill Bill | Prison Planet | |
