| 1999 | 15 Jan | Swearing In, Technical Difficulties | |
| 1999 | 01 Feb | Introducing Evil | |
| 1999 | 16 Feb | Meanwhile, Back at Ubersoft | |
| 1999 | 16 Mar | A Startling Turn of Events | |
| 1999 | 01 Apr | Next Witness, Office Supplies | |
| 1999 | 01 May | Ergonomic Dischord | |
| 1999 | 16 Jun | A Fairly Unholy Business Practice | |
| 1999 | 02 Jul | The Dangers Of Interactive Help | |
| 1999 | 09 Jul | Saved by Sugar | |
| 1999 | 15 Jul | Troubleshooting | |
| 1999 | 21 Jul | Evasive Maneuvers | |
| 1999 | 28 Jul | Vendor Outsourcing | |
| 1999 | 02 Aug | Trick Question | |
| 1999 | 04 Aug | Alex Explains Hardware Licensing | |
| 1999 | 06 Aug | Truth In Strange Places | |
| 1999 | 09 Aug | Corporate Survival | |
| 1999 | 11 Aug | Spin Control | |
| 1999 | 13 Aug | Pyrrhic Victory | |
| 1999 | 16 Aug | Y2K Compliance | |
| 1999 | 21 Aug | Y2K Urban Legend | |
| 1999 | 23 Aug | Y2K Urban Legend, Part II | |
| 1999 | 25 Aug | Requiem | |
| 1999 | 28 Aug | Y2K Urban Legend, Part III | |
| 1999 | 01 Sep | Y2K Urband Legend, Part IV | |
| 1999 | 03 Sep | Shock to the System | |
| 1999 | 05 Sep | Legal Strategy | |
| 1999 | 08 Sep | Honesty in Motion | |
| 1999 | 10 Sep | Credibility | |
| 1999 | 12 Sep | A Slight Adjustment | |
| 1999 | 15 Sep | Forests and Trees | |
| 1999 | 17 Sep | Internal Support | |
| 1999 | 20 Sep | Working at Cross Purposes | |
| 1999 | 22 Sep | Dysfunctional Quality Assurance | |
| 1999 | 24 Sep | Poetic Justice | |
| 1999 | 27 Sep | That Sinking Feeling | |
| 1999 | 01 Nov | Homecoming | |
| 1999 | 03 Nov | The Facts of Life | |
| 1999 | 05 Nov | False Start | |
| 1999 | 08 Nov | Stalling | |
| 1999 | 10 Nov | Phil Quits Stalling | |
| 1999 | 12 Nov | The Birth of Binky, Part 1 | |
| 1999 | 15 Nov | The Birth of Binky, Part 2 | |
| 1999 | 17 Nov | Special Bulletin | |
| 1999 | 18 Nov | Ubersoft Press Release | |
| 1999 | 19 Nov | The Expert Speaks | |
| 1999 | 20 Nov | The Birth of Binky, Part 3 | |
| 1999 | 22 Nov | The Birth of Binky, Aftermath | |
| 1999 | 25 Nov | Son of the Birth of Binky, Part 1 | |
| 1999 | 27 Nov | Son of the Birth of Binky, Part 2 | |
| 1999 | 29 Nov | Son of the Birth of Binky, Part 3 | |
| 1999 | 01 Dec | Back to Normal | |
| 1999 | 03 Dec | Adjusting to Change | |
| 1999 | 06 Dec | The Best Laid Plans of Bunnies and Demons | |
| 1999 | 08 Dec | Company Policy | |
| 1999 | 10 Dec | Minor Distractions | |
| 1999 | 13 Dec | Doppelganger | |
| 1999 | 15 Dec | Doppelganger, Day Two | |
| 1999 | 17 Dec | Doppelganger, Day Three | |
| 1999 | 20 Dec | Doppelganger, Day Four | |
| 1999 | 22 Dec | Understanding Linux | |
| 1999 | 24 Dec | Making Money | |
| 1999 | 27 Dec | Apostrophecolon | |
| 1999 | 29 Dec | Y2K Simulation, With a Twist | |
| 1999 | 31 Dec | Prelude to Armageddon | |