Chelsea Bledsoe and her husband Graig throw a surprise intervention for her old high school boyfriend, Henry, with a mismatched group of acquaintances from back in the day to fill out the guest list.
| Actor | Role |
|---|---|
| KKaitlin EdenChelsea Bledsoe | Chelsea Bledsoe |
| PPhil PlatakisHenry Volkman | Henry Volkman |
| BBryan SchmidererK. Paul Pennington | K. Paul Pennington |
| JJeremy M. EdenGraig Bledsoe | Graig Bledsoe |
| MMichael KlappaufLiam Crabb | Liam Crabb |
| KKara BrinkmanMarcia Hope | Marcia Hope |
| KKatie BinkleyKat Pennington | Kat Pennington |
| DDan EdenDocumentarian #1 | Documentarian #1 |
| KKevin KirchmanDocumentarian #2 | Documentarian #2 |
| RRyan O'HaraFrank Schulz | Frank Schulz |
| DDean RioHimself | Himself |
| KKini HudsonLisa Stewart | Lisa Stewart |