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Do you have significant experience facilitating activities with young people, the ability to deliver exceptionally engaging team-challenge sessions to classes from KS2 to Sixth Form, and a commitment to professionalism and a big sense of fun? If so, read on...
Hours: Freelance - hired on a day-by-day basis
Location: London / South East
Pay: £150-200 p/day depending on level of responsibility, plus travel expenses
Closing date: Friday 5th September
Commencement: We run these days all year round, yet would be looking to get you along to watch one of our September days for both you and us to work out if it’s a good fit, and if possible, induct you!
What do we do, and what’s our impact?
We’re a small, creative, and fast-growing team who run team-challenges days in schools, usually for a whole year group. We work in both the maintained and independent sector across London and the South East.
Our days each bring numerous positive benefits to young people, such as developments in:
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Speaking confidence
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Collaborative skills
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Independent thinking
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Leadership
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Taking responsibility
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Sense of adventure
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Personal organisation
How do we do it? We deliver activities and experiences, both indoors and outdoors, such as:
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Team-building
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Improv workshops
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Public speaking
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Orienteering
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Catapult creation
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Puzzle games
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Interview training
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Archery
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Axe-throwing
…that will develop their skills, confidence and self-esteem - both inside and beyond the classroom.
Head to our website to learn more.
Note: We also run a small number of other businesses that work with schools and young people. Each operates in distinct yet overlapping areas of education - so there may be opportunity for successful candidates to be offered work for these too.
Outspark provides the Duke of Edinburgh Award expedition element at Bronze, Silver and Gold.
The Philosophy Man delivers workshops and training to help schools embed philosophy, oracy and metacognition into their curriculum
P4HE provides online and in-person workshops in philosophy, debating, acting, writing and more, for home and mainstream educated children from 6 to 18. It also runs regular residential weekends in Kettering.
Our ambitions
Hidden Leaders currently works with 20 schools across London and the South East (and dozens more in our other organisations above). Word is spreading about us and we are growing in size, and we anticipate delivering even more sessions in schools in the coming years. And so we are looking to expand our small, trusted expert group of freelance facilitators to help us deliver this impact.
Opportunities we can offer you:
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Real impact: You’ll be on the frontline of our in-school days delivering a programme that makes a real difference to children’s confidence and skills
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Growth and development: We’re looking for people with existing significant experience in any of the activities listed above, but you’ll also receive full training and induction on all activities - and opportunities to attend further CPD events we put on to become even better at what you do
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A friendly and driven team: We are a collaborative, supportive, and flexible team that values innovation and achieving meaningful outcomes
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Choice: We have several set dates in schools each year, usually in Summer term and in late August into September - which you may be offered and can choose whether to take or not. We’re also looking to expand our work in the months in between.
The Role
We’re looking for experienced, energetic and confident freelance facilitators to help us deliver our tried-and-tested activities — from team-building and orienteering to improv games, problem-solving challenges, debates, archery, and axe throwing. We don’t expect anyone to be experienced in all of these - every member of our team of freelancers has their own areas of expertise and choose to be deployed on particular activities that most suit their skills and experience.
You’ll be working with a diverse range of schools, from primary and prep schools, right through secondary to sixth forms, facilitating sessions to inspire teamwork, communication, resilience, and leadership.
You’ll always be working on a day under the guidance of one of our Founder Directors, Tom and Alex.
Important to know
We are looking for freelancers who may be available for work and who fit our ethos, values and activities to whom we can offer as and when it comes in.
We couldn’t do what we do without our core team of trusted freelancers. We look after those we work with by offering regular training and observation opportunities so they can expand their repertoire.
However, joining our pool of freelancers will not involve a fixed contract of employment or a guarantee of regular work. Our existing freelancers work with us anywhere between 3 - 15 days per/year. Such work offers very useful supplementary income alongside other roles at other organisations (or their own) rather than a core income. Our busiest times of year are:
September — where we deliver team building/bonding days for new year groups
May, June and July — where we deliver similar days but usually as part of school activity weeks
We anticipate further growth at these times, and also are looking to expand our offer to more indoor/lower cost days in the Autumn/Spring term. And to deliver these we will need more staff!
Responsibilities
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Facilitate pre-designed Hidden Leaders sessions and activities in schools
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Engage and motivate participants, creating an inclusive and supportive environment
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Brief, instruct, and ensure safety during practical activities
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Encourage reflection and discussion to link activities to personal and team development
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Adapt delivery style to suit different audiences, group sizes, and abilities
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Take care of activity equipment and ensure activity areas are safe and ready to use
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Represent Hidden Leaders professionally in schools
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Adhere to our high delivery standards and health safety and our strict safeguarding obligations at all time
We need you to have…
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Significant experience facilitating group activities with young people (e.g. classroom teaching, team-building, outdoor education, public-speaking training, drama/improv, youth work)
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Confident communicator and able to deliver exceptionally engaging sessions to groups of up to 30 to all ages from KS2 to Sixth Form
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Reliable, punctual, and comfortable arriving at a school to help us set up at 8am, and be packing down with us afterwards
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A big sense of fun and joy in what you do - we don’t do dry
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The ability to relate to young people in a way that isn’t “teacherly” but at the same time firm and in-command
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Strong situational awareness and ability to manage group safety effectively
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Flexible, adaptable, and able to think on your feet to differentiate activities in the moment
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Willingness and ability to travel to different locations across the South East
A bonus if you have…
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(For outdoor education experts): Outdoor activity instruction qualifications (e.g., Archery GB Leader / Outdoor First Aid / Lowland Leader)
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Have any experience leading or co-leading events or expeditions and so be able to step into the shoes of Day Director if we need you to (and obviously be remunerated accordingly)
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Any experience running activities not listed above, but that you’d think schools would love as part of our Team Challenge days
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Are confident speaking in front of larger groups such as school assemblies or full year-group briefings
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Clean UK driving licence and access to a vehicle
We will not accept any application which:
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does not contain significant experience (4+ years) working with young people in an official role (e.g. teacher, youth-leader, outdoor educator)
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was created through AI
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isn’t from inside, or within, easy travelling distance of the South East
If you’ve read this far down, do show it in your application by telling us your favourite TV show from your childhood, and why.
Application process
To apply: Submit your CV and a brief cover letter outlining how you meet the requirements of the role via CharityJob Apply. If you have any questions, please contact us via our website.
Shortlisting will happen as applications come in, and interviews will be held online at times convenient to both yourself and us.
All application letters will be filtered through an A.I detector. Sorry if we sound old fashioned, but we're humans, looking to recruit a human, who will be working with other humans!
The client requests no contact from agencies or media sales.
ABOUT US
The Woodland Trust is the UK's leading woodland conservation charity and is dedicated to creating a world where trees and woods thrive for both people and nature. Our mission involves engaging and inspiring individuals to contribute toward tackling the nature and climate crisis through the protection, restoration, and creation of essential woodland habitats.
Join our Online Information Session! We are hosting an Online Information Session with the CEO and existing Director of Brand and Communications (Supporter Mobilisation) to give candidates an opportunity to learn more about the role and to ask any questions.
The session will last no longer than 45 minutes and will be held at 15:30 on Monday 1st September.
THE ROLE
We are looking for an experienced, visionary leader to join our Executive Leadership Team as Executive Director of Supporter Mobilisation. This is a newly refocused position, shaped with the future in mind, and designed to deepen the public’s relationship with trees and woods. We are fighting for the health of people and the planet with every tree.
You will be at the helm of our strategy to engage millions-inspiring action, growing income, and strengthening our brand. Leading a talented and passionate team, you’ll develop bold, integrated campaigns that move hearts and minds. You’ll oversee communications, digital and community fundraising, membership, and our high-profile campaigns and Trees for All programme that builds public awareness and inspires a mass movement of support for our cause.
Working closely with the CEO and fellow Executive Directors, you’ll also play a key role in shaping the strategic direction of the Trust and ensuring alignment across our work, people, and values. Helping the Trust protect and restore woodlands that have stood for centuries - the crown jewels of the natural world in the UK - and create the woods of the future, means this role will leave a legacy which will last for generations. It’s an opportunity to lead with purpose, engage and inspire others, and literally change the nature of the UK landscape for the better.
THE CANDIDATE
We are looking for a senior leader with a track record in large-scale communications, supporter engagement and mobilisation, or fundraising. You’ll have a strong understanding of how to use inspiring stories, quality data, and digital innovation to move people to action-and how to build momentum around a mission.
You’ll bring strategic insight and a collaborative spirit, with the gravitas to influence at the highest levels and the heart to connect with people from all walks of life - helping us to bring trees and woods to all.
Just as important as your skills is your alignment with our cause. You’ll be values-led - passionate about our cause and excited by the potential of this pivotal role to shape lasting change.
Our Organisational Nature enables us to better understand what it means to be part of the Woodland Trust, empowering us to make an impact, every day. We want you to be able to role model our values; ‘Grow Together’, ‘Focus’, ‘Explore’ and ‘Make it Count’ to ensure each of us plays our part in helping to protect, restore and create our woods and trees.
Benefits & Wellbeing: Joining our team means you'll be a big part of tackling environmental and climate issues. We take good care of our staff, offering support and training opportunities. We also offer:
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Enhanced Employer Pension
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Life Assurance
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Flexible & Hybrid Working Options
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Generous Annual Leave (25 days + bank holidays)
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Annual leave buy and sell
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Enhanced Parental Pay
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Employee Assistance Programme
Commitment to Diversity & Inclusion: The Woodland Trust embraces diversity and inclusion. We want our team to reflect the UK's diverse community. We support people from all backgrounds to apply, especially those who are under-represented.
Application Advice: Even if you don't meet every requirement of the role, we would encourage you to apply. Your enthusiasm for the environment and our core values-Grow Together, Explore, Focus and Make it Count-are what matter most.
To maintain fairness and reduce bias during shortlisting, we keep our candidates’ personal details hidden from hiring managers, please help us to maintain your anonymity by removing personal details from your CV prior to submission.
Apply Now: If you're ready to make a difference and grow with us, send in your application today. We look forward to hearing from you and working together to make a positive impact on our planet.
1st Stage Interviews will be held via Teams on Wednesday 8 October 2025.
2nd Stage Interviews will be held in-person at our Grantham Office on Tuesday 14 October 2025
Details of both events will be shared with shortlisted candidates prior to each stage.
The client requests no contact from agencies or media sales.