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Chelsea matches where Bob Jack was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 19/02/1921 | Home Park | Plymouth Argyle | 0-0 | F.A. Cup |
| 24/02/1921 | Stamford Bridge | Plymouth Argyle | 0-0 | F.A. Cup |
| 28/02/1921 | Ashton Gate | Plymouth Argyle | 2-1 | F.A. Cup |
| 09/01/1926 | Home Park | Plymouth Argyle | 2-1 | F.A. Cup |
| 25/01/1936 | Stamford Bridge | Plymouth Argyle | 4-1 | F.A. Cup |