What should a leadership wellbeing session cover?

Posted
11 November 2026
by
Cameron Harris
Senior leadership team in a TRUTH executive health session

More leadership teams are asking for wellbeing sessions aimed specifically at them, rather than the general sessions offered to the whole organisation.

That makes sense. The pressures on a CEO, FD or operations director are different. So are the conversations they're willing to have in front of each other.

If you're planning a session for your senior team, here's what's worth including, and what's worth leaving out.

Why generic wellbeing sessions often miss senior teams

Many workplace wellbeing sessions are designed for large groups across every level of an organisation. They have their place.

But senior leaders often find them too general. They've heard that sleep matters and that exercise is good for them. What they want is help with the practical reality of their role: the travel, the late decisions, the weeks when everything lands at once.

They also want to be treated as capable adults. Sessions built on fear or guilt rarely land well with experienced leaders.

What senior leaders want from the session

  • Relevance. Examples that reflect their working lives, not a generic employee.
  • Practical takeaways. A few changes they can make next week, not a long list of ideals.
  • A shared language. A way to talk about energy and capacity as a team without anyone feeling singled out.
  • Discretion. No one should feel they have to share personal health details in front of colleagues.

A structure that works well for 90 minutes

Whoever delivers it, a useful session for a senior team might look something like this:

  1. Why it matters to the business (15 minutes). Frame health as leadership capacity: the energy, focus and resilience the business depends on.
  2. How capacity declines (20 minutes). Explore how sleep, recovery and energy can drift gradually over months and years, often unnoticed.
  3. Private reflection (15 minutes). Each leader takes stock of their own habits individually, without sharing details.
  4. Practical changes (25 minutes). Focus on sleep, recovery and routines that fit a demanding diary, including travel and busy periods.
  5. Team commitments (15 minutes). Agree one or two changes as a team, such as meeting times or email expectations in the evening.

How to measure whether it worked

A single session won't transform anyone's health. But you can judge whether it was useful:

  • Did leaders leave with specific changes they intend to make?
  • Did the team agree anything that changes how they work together?
  • Are people still talking about it a month later?
  • Did anyone want further support afterwards?

In person or online?

In-person sessions tend to work best for leadership away-days and board meetings, where there's time to discuss. Online sessions suit teams spread across locations or tight diaries. Both can work well if the content is relevant.

The Executive Health Drift briefing

At TRUTH, we deliver Executive Health Drift, an interactive session for senior leaders on sleep, energy, recovery and practical habits. It's available online or in person, and is designed to sit naturally within a leadership away-day or board meeting.

Executive Health Drift is the gradual decline in how leaders feel and function that slowly becomes normal. It's a pattern we see in coaching rather than a medical diagnosis. You can read more about it in Steve's story.

For teams that want to go further after the session, our Leadership Capacity Programme supports groups of 3 to 20 senior leaders.

Frequently asked questions

Will leaders have to share personal health information?

No. Reflection is private. The session focuses on shared patterns and practical changes, not individual disclosures.

Is this a replacement for our employee wellbeing provision?

No. It's designed to sit alongside it, with a focus on the specific pressures of senior roles.

Can it be tailored to our business?

Yes. Get in touch and tell us about your team, your sector and the occasion.

Planning a leadership away-day?

If you'd like to talk about a session for your senior team, get in touch. Tell us a little about your team and what you have in mind, and we'll take it from there.