WHY ORGANIZE OFFSITES? AND WHY IS IT SO HARD?
Starting with Why
Understanding Offsites through Customer Jobs, Gains & Pains
Let's use the Value Proposition Canvas to look at offsites:
  • What outcome are they after? → Gains
  • What are our customers trying to do? → Customer Jobs
  • What challenges are they experiencing? → Pains
To help build a better understanding of offsite, here are the recurring themes that have emerged from our experience designing and delivering offsites.

We are almost sharing the below reluctantly as it does not replace proper discovery and it must not be the starting point. Indeed, you want to ask open questions to the team, not box them in one of the categories we outline below, we'd lose too much insight.
Why organize offsites?
3 Gains Teams seek: Engagement, Alignment & Trust
Most employees (77%) worldwide are not "engaged" at work (better in the US at 68%), most organizations (74%) score low on Trust, and most knowledge workers (48%) do not understand how their day-to-day work contributes to broader goals.
Is your organization an outlier?

  • Are people actively engaged with their work or simply putting in their time?
  • Are you all rowing in the same direction? Is it the right direction?
  • How much do you trust your Team? How much do they trust you? How transparent are you about your intentions, strengths, and needs?

These concepts are intertwined. We separate them to facilitate understanding & action.
See the following visual representation:
If you represent each team member as a vector,
  • Engagement is the Magnitude,
  • Alignment, the Direction, and
  • Trust, the Links between these vectors.
What Teams seek to do during offsites.
We have ranked the 10 common Customer Jobs based on the importance for our customers:
TOP 5:
AND ALSO:
Why are offsites so challenging?
The 6 Pains of organizing offsites.
Our methodology, the space we have designed, and our services address every single one of these:
TRUST OURSELVES
Here is the typical sequence:
0- What does Trust mean for you? (in terms of Benefits, Features)
1- What are our current levels of Trust? What are the key relationships where Trust needs to improve?
2- What opportunities can we give each person so they build Trust with the Group? (them trusting the group and the group trusting them)
3- How do we help people notice how it feels, how we behave and practice Trust in better ways?
4- What are the resulting levels of Trust?
Trust requires authenticity on both the vulnerable/sharing and receiving sides. On the vulnerable/sharing side, preliminary individual self discovery is necessary. On the receiving side, it is an act of balancing courage (being oneself) and compassion (taking care of others' feelings). A shares their Truth, B receives it and responds to it in their own unique way, so B ends up sharing their truth too, and A will receive it...
KNOW OURSELVES
Self, Peer & Group Discovery: It is about understanding who/what we are, as individuals, teams, an organization, an ecosystem:
- Who we want to be (Goal) versus who we... are most of the time (Reality).
- What do we need (get) and what can we contribute (give)?
- Who we say we are versus how we are perceived by others (in our blindspot) versus the objective/quantified data that has accumulated.
- How clear & relevant are the results of past self-discovery to the current group? Think both in terms of spirit and form. (How many individuals were involved in this self-discovery exercise? How aligned were they?)
- How embodied are the results of past self-discovery? (Who is truly living our values: walking the talk)
- How biased is our feedback from "others" and the quantified data?
It is not enough to identify what we want (Goals),
- How do you rank them? What comes first when you need to choose?
- How committed are we to our Goals? How do we allocate our resources/power? (is it aligned with our ranking?)
- How realistic are we with our Goal?
INSPIRE & COMMIT
- Have we heard, steelmanned, and integrated everyone's perspective? Has everyone felt heard?
- Have we prioritized a way forward through a data-driven process?
- What's the story that inspires us to gather and take action? (A narrative that shows the expected impact: what’s possible if we do take action and what’s at risk if we don’t. A compelling speech that acknowledges the paths we have discarded, why (pros and cons), and when we will revisit this decision.)
- Has each and every one committed? (Some will agree and commit, others will disagree and commit. Silence DOES NOT mean Consent.)
IMPROVE COLLABORATION
For the team to get to new levels of collaboration post-offsite. Improved collaboration will help the team have more impact.
- Identify: What kind of collaboration do we want? (to support our purpose/impact) What does it mean specifically in terms of online communication? Meetings? Specific behaviors we expect across the board?
- Design: How can we shape the ways we collaborate? What systems and processes can support the chosen collaboration?
- Practice: Which meetings can we perform? (analyze/reflect upon & re-run improved) Which specific skills and situations do we want to practice?
ENERGIZE
- What is the current energy level of each individual in the Team? (Have we accumulated any debt that we need to pay back? Do we need to build resilience for what's to come?)
- How good are the team's energy & state management skills?
CELEBRATE
- What values are most important now? (Ideally, focus on 1 value only)
- What associated behaviors do we want to celebrate?
- Who has modelled our values?
- How do we celebrate these values, associated behaviors and people? (award ceremony, air time, roles)
GAIN PERSPECTIVE
- What is the actual problem?
- What are the potential solutions?
- What new topics do we want to explore?
- What existing topics from new perspectives? (different functions, thinking hats, past decisions under today's light, inviting or modeling new stakeholders)
- Who do we want to hear from? What do we want to know from them? And, how do we avoid influencing them?
FOCUS
- What matters most? (prioritizing the problems, or components of the problem)
- What is the context? (local and ecosystem, past and present)
- How do the solutions rank? (costs/resourcing, benefits/outcome/impact, risks/2nd&3rd order consequences)
- How do we make the #1 solution happen? (early plan)
TOOL UP
- What new system would benefit from a launch at the offsite?
- What skills/situations do we need to practice?
GET THINGS DONE
- What important piece of work can we deliver during the offsite?
- What would benefit from everyone's contribution?
i = PERSONAL
Focus is on the individual, personal level.
we = RELATIONSHIPS
Focus is on the relationships, the network(s).
There are different levels: 1:1, intra-team, across "tribes" (engineers vs non eng., past companies, etc.), x-team, organization, leadership-reportees, ownership-employees, business ecosystem (incl. clients, partners...), broader ecosystem (up to Earth).
it = BUSINESS/INITIATIVES
Focus is on the purpose, results, projects, initiatives, tasks, deliverables...
74% of organizations score low on Trust
According to the 2016 How Report from the How Institute (Dov Seidman),
  • 74% of organizations score low,
  • 17% medium
  • 9% high
Engaged employees are the minority at less than one in four.
According to the Gallup 2000-2022 Engagement data, 2022 Annual Employee Engagement is at:
  • 23% globally,
  • and slightly higher in the US at 32%...
Unclear objectives...
Here: The 2021 Anatomy of Work Index, which surveyed over 10,000 knowledge workers, found that less than half of all employees understood how their day-to-day work contributed to broader goals.
A little more connection to the mission/purpose goes a long way.
Gallup research shows that just a 10% improvement in employees' connection with the mission or purpose of their organization leads to an 8.1% decrease in turnover and a 4.4% increase in profitability.