Face to Face was first produced by the Ensemble Theatre at the Ensemble Theatre, Sydney, on 20 March 1999, with the following cast:
| JACK MANNING | Geoff Cartwright |
| GLEN TREGASKIS | Duncan Young |
| MAUREEN TREGASKIS | Carol Willesee |
| BARRY MCLEAN | Amos Szeps |
| GREG BALDONI | Barry Langrishe |
| CLAIRE BALDONI | Sharon Flanigan |
| RICHARD HALLIGAN | Ian Bolt |
| LUKA MITROVIC | Andrew Doyle |
| JULIE ROSSITER | Danielle Carter |
| THERESE MARTIN | Lauren Clair |
Director, Sandra Bates
Production Manager, Melissa Gray
Assistant to the Director, Kathryn Oakman