| 10/15/2000 | BillyHeads website officially launches. |
| 12/13/2000 | The BillyHeads.com domain name is registered for the website. |
| 02/20/2001 | BillyHeads message board reaches the 5,000 post mark. |
| 05/19/2001 | BillyHeads message board reaches the 10,000 post mark. |
| 06/14/2001 | The first large-scale BillyHeads gathering takes place at Fan Fair 2001. |
| 07/10/2001 | Billy mentions the BillyHeads in a Teen People chat through Yahoo. |
| 07/10/2001 | The message board's registered membership grows to 300 members. |
| 07/30/2001 | BillyHeads.com email service begins through BigMailBox. |
| 09/03/2001 | Billy presents the BillyHeads' check for $1500 to Jerry Lewis on his annual MDA Telethon. |
| 09/07/2001 | The message board's registered membership grows to 500 members. |
| 10/25/2001 | The first of many new message board tags is given to the staff by Mike Reiner. |
| 12/06/2001 | Billy is presented his Christmas present, an ad in Music Row plus a donation to St. Jude's, before the PPAC concert. |
| 02/10/2002 | BillyHeads message board reaches the 50,000 post mark. |
| 02/20/2002 | The message board's registered membership grows to 1,000 members. |
| 03/09/2002 | The largest BillyHeads gathering to date occurs in Warsaw, Indiana. |
| 07/21/2002 | BillyHeads.com email service moves to our own email servers. |
| 07/30/2002 | The BillyHeads ID Program launches. |
| 08/04/2002 | All BillyHeads.com services and operations are moved to our own dedicated server. |
| 08/10/2002 | BillyHeads message board reaches the 75,000 post mark. |
| 08/10/2002 | The message board's registered membership grows to 1,500 members. |
| 10/30/2002 | BillyHeadLines officially launches. |
| 11/20/2002 | BillyHeads website releases major redesign. |
| 02/03/2003 | Billy Gilman posts a message on the BillyHeads message board. |
| 02/17/2003 | Scott Siman openly posts on the BillyHeads Message Board. |
| 04/17/2003 | The BillyHeads message board registers its 100,000th post! |
| 06/01/2007 | The Billyheads Message board gets a revamp, with new board images and user avatars! |