| Field: DJ - Wicked Sounds, Sing-a-long, Set-up tents (no stakes) and boxes for shelter | 11/14/2008 4:00 pm - 8:00 pm |
| North End Zone (open all evening): Football, frisbee, hoola-hoops, and assortment of games available | 11/14/2008 4:00 pm - 11/15/2008 12:00 am |
| Fieldhouse: Registration and Volunteer Check-in | 11/14/2008 4:00 pm - 8:00 pm |
| Fieldhouse: Scavenger Hunt | 11/14/2008 4:00 pm - 8:30 pm |
| Food Tent: Dinner time | 11/14/2008 4:30 pm - 8:00 pm |
| Field: Music-Sheltered Reality (Youth Drum Corp) | 11/14/2008 7:30 pm - 8:00 pm |
| Fieldhouse: Begin of Program - March from Field to Field House | 11/14/2008 8:00 pm - 8:40 pm |
| Field House: Welcome and Program Annoucements | 11/14/2008 8:15 pm - 8:25 pm |
| Fieldhouse: Music sponsored by American Trust (Band will be announced by November 1) | 11/14/2008 8:40 pm - 9:45 pm |
| Field: Nationwide Sponsored Boxed-In Design Judging Begins | 11/14/2008 8:45 pm - 9:45 pm |
| Fieldhouse: Announcements, announcement of Nationwide Boxed-In Design Contest Winners, and TV News | 11/14/2008 10:00 pm - 10:30 pm |
| Field House: Informational program on homelessness | 11/14/2008 10:30 pm - 11:45 pm |
| Food Tent: Assorted board games available | 11/14/2008 10:30 pm - 11:45 pm |
| Fieldhouse: Quiet reflection time available | 11/14/2008 11:45 pm - 11/15/2008 12:00 am |
| Food Tent: Pizza available while it lasts | 11/15/2008 12:00 am - 1:00 am |
| Field House: Movies with homeless themes available | 11/15/2008 12:30 am - 3:00 am |
| Field House: Texas Hold'em card tournament | 11/15/2008 12:30 am - 3:00 am |
| Food Tent: Sally Wagon breakfast sponsored by Salvation Army
Field: Pack-up and Clean-up | 11/15/2008 5:00 am - 7:00 am |
| Field: The 2008 third annual Reggie's Sleepout officially ends. See you next year. | 11/15/2008 8:00 am |