| Penny Number | Penny Name | Written on: |
| 0239 | The Day After Tomorrow…Or Right Now? | January 30, 2005 |
| 0238 | I Can’t Come To Work Today, I Have Melancholy | January 30, 2005 |
| 0237 | Around The World In Eleven Inches | January 28, 2005 |
| 0236 | I'm 33 For A Moment... | January 24, 2005 |
| 0235 | My New Year’s Resolution: Full System Reboot | January 7, 2005 |
| 0234 | Officer Down | December 30, 2004 |
| 0233 | The Christmas Carols Sound Like Blues, But The Choir Is Not To Blame | December 22, 2004 |
| 0232 | What? | December 21, 2004 |
| 0231 | Crash And Bern | December 18, 2004 |
| 0230 | Party All The Time | December 12, 2004 |
| 0229 | Will Work For Food | December 10, 2004 |
| 0228 | The Great Divide | November 28, 2004 |
| 0227 | To Protect And Serve? | November 25, 2004 |
| 0226 | I’ve Got The World On A String | November 17, 2004 |
| 0225 | At Least One Vote Counted In This Year’s Election | November 15, 2004 |
| 0224 | GUILTY! | November 12, 2004 |
| 0223 | Hell On Earth – Three Years Ago Today | November 12, 2004 |
| 0222 | Dear Mr. President, | November 5, 2004 |
| 0221 | An Open Letter To My Fellow Americans | November 3, 2004 |
| 0220 | Doing My Part On The Most Important Day Of Our Lives | November 2, 2004 |
| 0219 | Thanks To This New Tape, I've Bin Thinking… | October 30, 2004 |
| 0218 | I’m Paul Wein And I Approved This Message | October 28, 2004 |
| 0217 | Something From Nothing | October 24, 2004 |
| 0216 | Curses. | October 21, 2004 |
| 0215 | This Really Sox | October 20, 2004 |
| 0214 | “Hi, Can I Give You Some Information On Our Company?” | October 18, 2004 |
| 0213 | I Don’t Care If I Never Get Back | October 13, 2004 |
| 0212 | Here We Go Again – And Here I Go Again | October 12, 2004 |
| 0211 | The World Has Lost A Real Super Man | October 11, 2004 |
| 0210 | We’ll Knock Their Sox Off | October 9, 2004 |
| 0209 | I Don't Wanna Leave | October 7, 2004 |
| 0208 | Doug Would Be So Proud Of Me | October 7, 2004 |
| 0207 | I Got To Admit It’s Better – It’s Getting Better All The Time | October 6, 2004 |
| 0206 | One Hail Of A Night | October 3, 2004 |
| 0205 | A Great Debate | October 1, 2004 |
| 0204 | Reunited And It Feels So Good | September 30, 2004 |
| 0203 | Summer Breeze Makes Me Feel Fine | September 24, 2004 |
| 0202 | Oops, I Did It Again | September 23, 2004 |
| 0201 | Another Lifetime Lived, Another Hundred Written | September 20, 2004 |