Corporate Retreat Facilitator

Facilitated retreats for leadership teams and departments, from a single overnight to three days.
We create sessions that are greater than the sum of their parts, guided by award-winning facilitators.

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  • 110,000+people facilitated globally
  • Award-winningfacilitators
  • One to three daysin person, virtual or hybrid

We design sessions that leave teams with shared clarity, specific commitments, and the momentum to follow through.

Trusted by teams across the public, private and non-profit sectors

Corporate retreats

Retreat facilitation for leadership teams and departments

Positive Impact facilitates corporate retreats across Canada and into the US, from a single overnight with a leadership team to a three-day retreat with a strategy and culture arc running through it. Companies, non-profits, public bodies and associations, in venues ranging from a hotel on the other side of town to somewhere with no cell signal at all.

We won’t run a packaged programme at your team. You’ll know your organization better than we do after a discovery call, and our job is to design a process that gets what your people already know into the open and into a decision. The one thing we will be firm about is the shape of the days, because that’s where most retreats quietly lose their value, and the section further down explains exactly how.

What we facilitate

What teams use a retreat for

Most retreats carry two of these well. The ones that reach for four tend to produce a longer list rather than a decision.

Every retreat we run is built backwards from what has to be true when everyone goes home. Tell us that and we’ll design the days around it.

Share what you’re working on

How we facilitate

Two days designed as one arc, rather than day one twice

There’s no prepared script. We guide the process, your team brings the expertise, and together we build toward a plan your people helped shape and will actually use.

What an outside facilitator brings that a capable internal one can’t is having no stake in the outcome. Nobody on your leadership team can hold the process and argue their corner at the same time, and at a retreat the person who would normally chair is usually the person whose view most needs to be one among several. Facilitator-guided, participant-led, and genuinely indifferent to which way it lands.

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A Positive Impact facilitator leading a session with a projector

Ways to engage

Three shapes a retreat usually takes

Every retreat is customizable, but most start in one of these.

  • The core shape

    One night, day and a half

    An afternoon to surface, a night in between, and a morning to converge. The shortest format that actually delivers what a retreat has over an offsite.

    Best for: one significant decision the group has been circling for months.

    Ask about a retreat
  • Strategy and team

    Two days, one or two nights

    Room for a planning arc and development work in the same retreat, with the hard conversation given somewhere to land instead of being tabled until the next one.

    Best for: leadership teams doing both at once.

    Talk about two days
  • Twice a year

    Recurring retreats

    Two retreats a year with the same lead facilitator, the second built on what the first committed to. Development compounds rather than restarting from scratch each time.

    Best for: teams that notice they keep having the same conversation annually.

    Ask about a longer arc

The process

A clear path from first call to follow-through

Every retreat follows a similar path, from the first call to the work that carries on weeks after everyone has driven home.

  1. Discovery

    A call to understand the team, the year, and what has to be true when everyone leaves.

  2. Pre-work

    Input from participants, so the real agenda arrives before the retreat does.

  3. Design

    Your days built as one arc, around your goals rather than a template.

  4. Facilitation

    One lead facilitator, on site the night before and holding the process throughout.

  5. The record

    Decisions, owners and dates written up and circulated within a few days.

  6. Follow-through

    Optional sessions to keep the commitments alive past the first month.

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Why facilitation?

How a team works together shapes everything it creates.

  • $100 Million

    is the yearly cost for big companies for staff being in pointless meetings.

    Bloomberg, 2022

  • 65%

    of senior managers say that meetings keep them from completing their own work.

    Harvard Business Review, 2017

  • 58%

    of Americans would rather go to a doctor’s appointment than attend a work meeting.

    Deputy, 2022

  • 75%

    of decision-makers feel that collaboration needs to be improved in their companies.

    Forrester Research, 2021

Outcomes

What your team leaves with

  • Fewer things, actually settled

    A retreat that closes with decisions made rather than a longer list than the group arrived with, which is the usual outcome when two days get treated as twice the topics.

  • The objection that finally got said

    The real reservation, surfaced somewhere it could be worked through, instead of arriving six weeks later as slow progress nobody can explain.

  • Real buy-in

    Because people helped shape the outcome, they leave invested in it rather than briefed on it.

  • Commitments with names and dates

    Who owns what, by when. An unowned action item is a wish, so a name and a date get attached before anyone packs up.

  • A team that works differently

    Not just a team that feels different for a fortnight. The working agreements are written down and specific enough that someone can be held to them.

  • A written record within days

    A summary that lands while people still remember why they agreed to things, containing what the group actually settled rather than somebody’s later recollection.

Client stories

Real teams, real outcomes

Every team is different and we won’t pretend one case study maps neatly onto yours. These are the kinds of sessions we run and what groups point to afterward.

  • Engineering Leadership

    Corporate

    Facilitated summits that helped senior engineering leaders settle on priorities and commit to a shared path forward.

    Read client stories
  • Clear Next Steps

    Public sector, recreation

    A hands-on session that moved a public service team from broad discussion to concrete outcomes everyone could act on.

    Read client stories
  • One United Team

    Non-profit, people & culture

    A session that built the open dialogue and genuine connection a stretched team needed, leaving them better equipped to meet challenges together.

    Read client stories

Read more client testimonials

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100% Satisfaction Guarantee.

We stand behind the quality of our work with complete confidence. If you’re not fully satisfied with the results, we’ll make it right.

Ready to plan your retreat?

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Choosing the length

How long, and what each length can honestly achieve

The most useful conversation we have when scoping a retreat is usually about length. Here’s what each format can and can’t deliver, including the two where we’d talk you out of booking a retreat at all.

Retreat formats by length, what each can realistically achieve, and what it cannot
FormatWhat it can realistically achieveWhat it can’t
A day away from the officeOne clear question settled, or a focused piece of team development. Good for alignment and kickoffsNot a retreat. No night in the middle, so anything needing a group to change its mind won’t land. Our offsite facilitation page covers this properly, and it costs considerably less
One night, a day and a halfThe core retreat shape. Surface through the afternoon, converge the following morningDeep culture work, or building a full strategic plan from a blank page
Two full days, one nightStrategy and team development in one arc, with room for the hard conversation and its resolutionEnough for a group that also needs to rebuild trust from a genuinely low base
Three days, two nightsCulture shifts, post-merger integration, and leadership development with practice and feedback built inRarely justified for a group under about ten people, or for a single decision however large
Two retreats a yearDevelopment that compounds, with the second built on commitments made at the firstAnything at all, if the first retreat produced no written commitments to build on
A virtual retreatA well-designed series of shorter workshops, which can work genuinely wellThe night in the middle, which is the entire mechanism. We’d rather call it a workshop series and be accurate about it

A point worth knowing

The night in the middle is the mechanism, and most agendas throw it away

The only thing a retreat has that a single day away from the office doesn’t is a night in between. That night isn’t downtime. It’s when somebody says at dinner the thing they didn’t say in the session, when a position softens because it got argued over a drink rather than in front of a flip chart, and when the actual objection surfaces somewhere informal enough to survive being wrong about it.

Most retreat agendas waste it entirely. They treat day two as more topics, a second helping of day one, which means whatever surfaced on the first afternoon never gets resolved and the group drives home with a longer list than it arrived with. Everyone reports it was a good couple of days. Nothing is different by March.

We build the two days as one arc instead. Day one is for surfacing: the honest picture, the disagreements, the things people have been carrying since the last reorganization. The evening gets designed rather than left to chance, which mostly means not stacking a three-hour programme on top of the conversation that needs to happen. Day two converges, and the first session of that morning is explicitly about what came up overnight. That hour is the highest-value one in the whole retreat, and most agendas don’t have it anywhere.

A third day, if there is one, is for sequencing and commitments rather than new material. And if your budget only stretches to a day and a half, we would far rather run a strong afternoon and a strong morning than thin the content across two full days. We’ll say that plainly while we’re scoping it, which occasionally costs us a day of billing and has never once cost us a client.

A Positive Impact facilitator leading a planning session with a projected agenda

Featured Workshops

Each of these runs as a block inside a longer retreat or as the spine of a shorter one, and each is designed around your goals rather than delivered off a shelf.

COMS Communication Styles

COMS is our own communication styles assessment, grounded in research and facilitated by our team. It gives your people a shared way to talk about how they each work, so different styles become an advantage instead of a source of friction.

On a retreat it does its best work early on day one. Once a group has language for why two people keep talking past each other, the rest of the retreat stops treating that pattern as a personality clash and starts treating it as something adjustable.

Eight questions, one simple grid, and a reference the whole team can point at months later.

Learn more
COMS Communication Styles grid: Commanding, Outgoing, Systematic and Measured

Strategic Planning

This is where your team gets a real say in shaping and carrying out the organization’s direction, landing on initiatives that actually move forward.

The facilitator’s job in a planning retreat is to stop a capable group talking itself into twenty priorities. That means pressing when the room is avoiding a choice, which is a good deal easier for someone who doesn’t work there and won’t be in the Monday meeting.

A strategic plan is a living, breathing document. We stay involved as it plays out over the following months and years.

Learn more
Clustering sticky notes on a wall during a strategic planning session

5 Dysfunctions of a Team

This session takes a good team and helps make it excellent. We draw on Patrick Lencioni’s well-known framework, approached through an appreciative inquiry lens that starts with what’s already working.

It suits the retreat format particularly well, because the five behaviours build on each other and a group needs more than an afternoon to get through them honestly. Trust, conflict, commitment, accountability and results, in that order, with the night in between doing some of the work.

Your people walk away with shared language for how they work together, and a plan for moving forward that they built themselves.

Learn more
The Five Dysfunctions of a Team by Patrick Lencioni, held during a workshop

Our Core Team

Great content is only made better by great facilitators

  • Will Chambers, founder and facilitator

    Will Chambers

    Founder & Facilitator

    Award-winning facilitator and Founder of Positive Impact, with sessions delivered to tens of thousands of people. Will focuses on strategy, leadership, team dynamics and communication, turning concepts into clear, committed action.

    More about Will
  • Lindsay Davis, coach and strategist

    Lindsay Davis

    Coach & Strategist

    Award-winning coach and entrepreneurial guide, with experience spanning rural entrepreneurs in Africa to multimillion-dollar companies. Helps leaders focus on what matters most and build the resilience to anticipate challenges and move through them.

    More about Lindsay
  • Michael Lorsch, facilitator

    Michael Lorsch

    Facilitator & Learning Consultant

    Brings facilitation and learning design from theatre stages to executive boardrooms, including in-house work with lululemon. Blends mindfulness, relationship systems and human-centred design to keep people at the centre of every session.

    More about Michael
  • Jason Maraschiello, coach and facilitator

    Jason Maraschiello

    Coach & Facilitator

    Certified life and corporate coach, mindfulness and meditation teacher. Uses mindfulness and effective communication to help people set manageable goals, find work-life balance and build the support to follow through.

    More about Jason

For a retreat we assign one lead facilitator who runs your discovery call, designs the days, is on site the night before, delivers the retreat, and stays with you through the follow-up. You will not be sold by one person and facilitated by another. Beyond the core team, we draw on a wider network of facilitators and subject-matter experts, matched to the goals, sector, and people of each engagement.

Frequently Asked Questions

Corporate retreat facilitation FAQs

What’s the difference between a corporate retreat and an offsite?

An overnight. An offsite is a day away from the building; a retreat runs overnight and across days. The distinction matters more than it sounds, because the night in between is a working part of the design rather than a break in it, and it’s the reason a retreat can resolve something a single day can only surface. If what you actually need is one focused day away from the office, our offsite facilitation page covers that and it will cost you considerably less.

How long should our retreat be?

A day and a half with one night is the shortest format that gets the benefit of a retreat at all. Two full days suits a leadership team doing strategy and development together. Three days is for culture shifts, post-merger integration, or development with practice and feedback built in, and it’s rarely justified for a group under about ten people. If your budget stretches to a day and a half, we’d rather run a strong afternoon and a strong morning than spread thin content across two full days, and we’ll say so during scoping.

We’re a board rather than a management team. Is this the right page?

Probably not. Board retreats are a different engagement, because directors are mostly volunteers who govern rather than operate, meet a handful of times a year, and carry obligations a management team doesn’t. The design changes accordingly, particularly around pre-work and in-camera time. Our board retreat facilitation page covers that properly. If your retreat genuinely mixes the board and the executive team, tell us on the first call, because that combination needs deliberate handling.

Could our own leadership team run it?

Sometimes, and we’ll say so if we think it. What you give up is that nobody can hold the process and argue their corner at the same time. At a retreat the person who would normally chair is usually the person whose view most needs to be one among several, and when they’re also running the room it rarely is. Bringing someone in means your most senior people get to be participants, which is where most of the value in a retreat actually sits.

How much should be work and how much should be social?

Less structured social time than most agendas allocate, and more unstructured. The evening between day one and day two is when the real objection tends to surface informally, and a three-hour organized programme on top of it prevents exactly the conversation the retreat needs. We’ll usually suggest a dinner with no agenda attached rather than an activity, and we design the evening deliberately rather than leaving it as a gap in the schedule.

Can you help us choose a venue?

We’ll give you honest input on what a venue needs to support the design, and we’ll tell you when a venue is working against it. The things that matter most are a room that can be reconfigured, somewhere for small groups to go that isn’t a corridor, natural light, and a distance from the office far enough that people don’t drive back for something. We don’t take commissions from venues, so our view on yours is worth exactly what it appears to be.

What size of group works for a retreat?

Eight to about twenty-five works comfortably with one facilitator, which covers most leadership teams and departments. Below eight the format can feel heavy for what the group needs, and a strong single day is often the better answer. Above about thirty we’d bring in a second facilitator and change the design considerably, because plenary conversation stops functioning somewhere around that point and the day has to be built from small groups outward.

How do we stop it fading by March?

Two things, and the first one happens before you leave the room. Every commitment gets a named owner and a date, written down while people are still in it, because an unowned action item is a wish. The second is that somebody owns the follow-up in your calendar rather than in principle. We can run two or three short sessions across the following months, which is the version most teams find sticks, but a recurring internal agenda item works too if someone genuinely holds it.

Let’s talk about your retreat

Tell us what your team needs to walk away having settled, and we’ll tell you honestly how many days that takes, whether it needs an overnight at all, and what the arc would look like.

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