Timothy Olyphant (Deadwood, Justified, Hitman, Go, Scream 2, The Girl Next Door, Live Free or Die Hard, 1999, Rango, Sex and the City, The Office, The Mindy Project) is glorious as the imperfectly perfect male lead.
Jennifer Garner (Alias, SNL, Simpsons, Dude Where’s My Car?, The Invention of Lying, 1999, Elektra, Daredevil), who I sometimes find too practiced and sacchariney is surprisingly fantastic as the grieving and bemused fiancé. I’d say her speech at the backyard dinner party is one of the best inappropriate speeches ever given, ever, in movies or possibly otherwise.
Kevin Smith (Clerks, Dogma, Jay and Silent Bob Strike Back, Mallrats, Degrassi Next Gen, Daredevil, Live Free or Die Hard, Comic Book Men, Southland Tales, Duck Dodgers, Cop Out, comics, etc.) is minimalist incongruous sardonic guy and it works. The Persephone conversation gets me every time.
Juliette Lewis (Natural Born Killers, August: Osage County, What’s Eating Gilbert Grape?, Mixed Nuts, National Lampoon’s Christmas Vacation, Facts of Life, etc.) plays dippy with a big heart quite well.
I suppose this wasn’t very popular because it isn’t a typical love story. I have misgiving they’d make it as a couple, but I always think, wow, who cares as long as they have fun with it.
After all, maybe catching then releasing can still be wonderful.