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.
- 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.
Strategic planning
Direction, priorities, and the trade-offs that come with them, with the people who’ll deliver the plan helping build it. A retreat gives this the one thing a planning day in the office never has, which is room for the disagreement to be worked through rather than tabled.
Learn moreLeadership team development
Work on how the group leads together rather than how each person leads separately. Usually the reason a leadership team books two days instead of one, and usually the part they say afterwards they underestimated.
Culture and values
Vision, values, and the working commitments that follow from them, taken past the poster stage into what people will actually do differently on the Monday.
Post-merger and post-reorg integration
Run when two groups share an org chart and haven’t yet built a shared way of working. Which practices carry forward, which get retired, who decides what now, and what people are genuinely worried about.
Annual kickoff and priority setting
A year opened deliberately rather than with a deck. Shorter than most retreats, and worth doing away from the building purely so the calendar can’t reach anyone.
Communication styles and team dynamics
Our own communication styles framework, run as a block inside a longer retreat or as the spine of a shorter one.
Learn more
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 onHow 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.
Get in Touch
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 retreatStrategy 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 daysTwice 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.
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Discovery
A call to understand the team, the year, and what has to be true when everyone leaves.
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Pre-work
Input from participants, so the real agenda arrives before the retreat does.
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Design
Your days built as one arc, around your goals rather than a template.
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Facilitation
One lead facilitator, on site the night before and holding the process throughout.
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The record
Decisions, owners and dates written up and circulated within a few days.
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Follow-through
Optional sessions to keep the commitments alive past the first month.
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.
65%
of senior managers say that meetings keep them from completing their own work.
58%
of Americans would rather go to a doctor’s appointment than attend a work meeting.
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.
What our clients say

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.
Your trust matters more to us, and our guarantee acknowledges our belief that you deserve to feel confident in every investment you make with us. That’s a standard we hold ourselves to, every time.
Ready to plan your retreat?
Get in TouchChoosing 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.
| Format | What it can realistically achieve | What it can’t |
|---|---|---|
| A day away from the office | One clear question settled, or a focused piece of team development. Good for alignment and kickoffs | Not 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 half | The core retreat shape. Surface through the afternoon, converge the following morning | Deep culture work, or building a full strategic plan from a blank page |
| Two full days, one night | Strategy and team development in one arc, with room for the hard conversation and its resolution | Enough for a group that also needs to rebuild trust from a genuinely low base |
| Three days, two nights | Culture shifts, post-merger integration, and leadership development with practice and feedback built in | Rarely justified for a group under about ten people, or for a single decision however large |
| Two retreats a year | Development that compounds, with the second built on commitments made at the first | Anything at all, if the first retreat produced no written commitments to build on |
| A virtual retreat | A well-designed series of shorter workshops, which can work genuinely well | The 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.

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
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
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
Our Core Team
Great content is only made better by great facilitators

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 & 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 & 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 & 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.
Facilitation Blog
Before you book
Worth reading first
Six pieces that answer the questions most teams have before booking a retreat.
- Offsites How to plan an offsite that actually delivers Read the guide
- Team stages Everything you need to know about the Tuckman model Read the guide
- Choosing well The 13 definitive skills of a good facilitator Read the guide
- Hybrid sessions Making mixed in-person and remote sessions work Read the guide
- Getting ready How to prepare your team for a facilitated session Read the guide
- Afterwards Keeping momentum after the session ends Read the guide
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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