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  • 🖤 Open Works #40 Facilitating Your Newly Formed Leadership Team's Away Day

🖤 Open Works #40 Facilitating Your Newly Formed Leadership Team's Away Day

Every edition we solve a people and culture problem, crowd-sourced from the Open Org community.

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📚️ Recent Editions

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💭 This Week’s People Problem

“I’ve just been asked to run our newly formed Leadership Team’s first away day. We’ve never been in person together before, the team is new, I’m not a facilitator and I don’t know where to start. SOS.”

— Head of People | 60 People | New SLT

POV: when the CEO runs the away day and it gets….weird

Newly formed leadership team. Not just the founders anymore. There is agreement that you need *waves hands in the air* “alignment” or some such like, and big surprise…the job has fallen to you to make it so via an exceptionally crafted offsite. Next week if you please. Sound familiar? 🙂 

🖤 Our Take On How You Solve

TL;DR:

Simple is beautiful. Go with an agenda that flows down from: Vision → Strategy → Team and use facilitation structures that focus on inclusivity without falling into word-smithing doom spirals!

Let’s get into it! 👇️ 

The Macro Flow For A Solid First Leadership Team Offsite

Vision → Strategy → Us, The Leadership Team

  1. Vision → What are we building and why does it matter?

  2. Strategy → What choices are we making to focus our direction of travel?

  3. Team Ways of Working → What’s our job as SLT, how are we going to operate as a unit? what do we expect of each other and how will we do our best work together?

💡 If you have more than one day, then great places you cango next are:

  • Company-wide culture – Where do we see the opportunities in our ways of working? Where is it currently off?

  • Problem solving – Tackle 1-2 wicked problems in small groups using tools like “How Might We…” or pre-mortems.

  • Org design and priorities – Map out how your structure and goals need to evolve to support strategy.

  • Capability bets – What people, tools or systems are we missing to get where we want to go?

📌 Thinking: The best away days don’t decide everything. They create shared language and momentum—so people leave with more trust, clarity and energy than they came in with.

Part 1: Vision

Start with the future you are trying to build aka direction. Everyone’s got ideas in their head about “where we’re going”, this is a great opportunity to help surface those ideas and turn them into a shared narrative.

📍 This part depends a lot on the kind of CEO you have. Some will want to lead out on this, others will want more co-creation with the rest of the leadership team. If it's the former, they should own this part of the day.

My favourite way to run this bit:

  1. Use a 1-2-4-All to gather input on what success looks like 3 years from now.

  2. Prompt: “If we were wildly successful, what would our product/company have changed for customers?”

  3. Start wide, then converge into a rough single statement.

1-2-4-all Liberating Structure. Source

What’s a good vision statement look like?

Plenty of different opinions on this, but i think good principles are: clear, memorable and evocative. In practice, i think that looks like:

[Describe the future in present tense] + [What has changed or been achieved] + [Because of what you uniquely did or believed].”

Vision statement syntax

Part 2: Strategy

Strategy is about choices.

Of all the things we could do, what are we going to focus on, and what are we going to deliberately not focus on.

This is typically where I spend the heart of the day.

  • Break the team into pairs or trios. Have a discussion and use magic whiteboard and sticky notes to complete:

    • “To win in the next 12 months, we must…”

    • “We are not doing…”

    • “We will prioritise [X] even over [Y]”

  • Regroup and synthesise live

  • Use a quadrant to plot tangibles*.

*You can do simple buckets of:

🟢 Must do | 🔴 Must not do | 🟡 Nice to do | ⚫ Distractions

But, any Impact x Value style prioritisation framework will work here e.g:

A note on Even/Over Statements if you’ve not come across them

An Even/Over statement is a phrase containing two positive things, where the former is prioritised over the latter.

A good thing even over another good thing.

Even/Over Statement Example

These are super useful in this setting because they force you to make hard choices. So if your strategy session ends up with 20 massive initiatives in the “WE MUST DO” bucket. Use Even Over statements to force focus and make hard choices.

Part 3: Team Ways of Working

What’s our job as a team and how will we operate as a unit?

User Guide To Me

Before the day:

  • Get each SLT member to create a “User Guide to Me” or “Personal User Manual” (how I do my best work, what you’ll notice if i’m in conflict, how I like feedback).

  • Share them with the rest of the team beforehand, to absorb

Slide template here from Steph Smith

joincandor.com personal readme

💡Creating a user manual allows you to reflect and be self-aware, while also being proactive about letting others know how you work best.During the day:

On the day

  • Share personal user manuals in small groups → Discuss surprises, overlaps, tensions.

  • Co-create a Team Charter:

    • Purpose of the SLT

    • Decision-making rules

    • Communication norms

    • Conflict expectations

💡If a team charter doesn't feel like you. A simple retrospective on how you've been working together is also a great activity here. Try to create some safe space to reflect inwards and come out the other side with a new agreement. 

Role cards (bonus)

Adam and I consider ourselves quite fortunate in that we get to see how a lot of very different leadership teams operate.

A pattern that we see often is: even experienced teams have fuzzy or conflicting ideas about what each other’s jobs really are!

Specifically:

  • What am I actually accountable for?

  • What are you actually accountable for?

It’s not always because people are unclear or too afraid to challenge this, it’s sometimes because the org has changed, and the old expectations no longer fit. Other times, there’s been no space to name and align on it explicitly. And sometimes, it’s just because no one ever wrote it down.

So if that sounds like you, one thing you might consider is a simple alignment session on each other’s top 3-5 accountabilities in the form of a Role Card.

Accountability Role Cards

🛠️ Quick Facilitation Format

Solo (5–10 min): Each leader writes down their top 3–5 accountabilities: what they believe they own.

Pair + Share (15 min): Take turns presenting to the group. Invite clarifying questions only.

Group Align (15–20 min): Discuss overlaps, gaps, and surprises. Where do assumptions diverge? What needs updating?

If You Only Have One Day...

Here’s how your one-day agenda might look:

Time

Block

Focus

09:30–10:00

Arrival + Context

Why we’re here, how the day works

10:00–11:30

Vision

1-2-4-All → shared future picture

11:30–13:00

Strategy

Strategic priorities + “Even Over”s

13:00–14:00

Lunch

🙌

14:00–15:30

Team Ways of Working

User Guides + Charter Canvas

15:30–16:15

Action Planning

What we’ll test/change next

16:15–17:00

Close

Reflections + commitments

Things That I’ve Learned Work

  • Decisions Not Discussions → End each block with: “What did we just decide?”

  • Clarity Check → Ask: “On a scale of 1–10, how clear are we on this now?”

  • Documentation = Power → Snap pics, take notes, and remember to ship a 1-pager after the session to the wider team. “This is what we did, this is what we decided, this is why, this is what’s next”

📚️ Good reads and resources...

🤓 Want to Get Your Current “People Problem” Featured?

Don’t sweat in silence. Hit me up with your latest challenge :)

We’re here for the trickiest challenges you’ve got. Hit reply to this email, and let us know what’s keeping you up at night, and we’ll feature next time anonymously!

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Folks on the waitlist get 25% off year one when we launch on Tues. If that sounds fun…and a good use of your L&D Budget, get your name on the waitlist here 👇️ 

With 🧊 & 🔥 

John & Adam

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