How To Prepare Your Team Before Going On Holiday

6 Aug 2026 · 7 min
6:52

In this episode of The Leader’s Kitbag, leadership coach Ben Morton explains why a team’s performance while a leader is on holiday reveals the true strength of that leader’s influence. He opens with a personal story from his second deployment to Iraq, where his unit handled the busiest period of a six‑month tour during his ten‑day R&R, demonstrating that well‑developed teams can thrive without constant supervision. Morton argues that a smoothly running team in a leader’s absence is a sign of effective training, empowerment, and clear structures, whereas a collapse signals a dependency problem. He then offers a practical, step‑by‑step framework for managers preparing for vacation: (1) scan 3–4 weeks ahead to anticipate workload, (2) ruthlessly prioritize tasks that must be completed before leave, (3) delegate both pre‑holiday and during‑holiday responsibilities to free up the leader’s focus, and (4) explicitly define decision‑making authority and escalation paths for the period away. By following these habits, leaders can enjoy their holidays without anxiety and return to discover their teams have performed well, reinforcing strong leadership practices.

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