Bereavement Trainer

Location:

Remote (UK) - regular travel required (car and driving licence essential)

Commitment:
Full-time

We’re Octopus Legacy: one of the fastest growing tech companies in the country, part of the UK’s most exciting and best-trusted group (you may have heard of some of our sister companies…) and we have a mission.

We’re on a path to scale, aiming to become a household name while transforming a long-established industry and helping our customers prepare for, and find support after, death.

But we can’t do it alone, and that’s why we’re assembling a team of top performers to build with us.

Ready to be part of something big?

The National Bereavement Training Service (NBTS), part of Octopus Legacy, is looking for compassionate and experienced Bereavement Trainers to join our growing national team.

You will deliver tailored workplace and customer-facing bereavement training across diverse sectors, supporting organisations to navigate grief with confidence and care.

This role requires high emotional intelligence, resilience, and the ability to create emotionally safe learning environments while maintaining clear boundaries and self-care.

• Deliver high-quality bereavement training using a trauma-informed, person-centred approach aligned with NBTS values.
• Facilitate sessions confidently while managing group dynamics and emotional safety.
• Deliver training both in person and virtually to diverse audiences.
• Lead initial scoping conversations to understand client needs and tailor training accordingly.
• Develop bespoke training sessions, CPD modules, and proposals for corporate and public sector clients.

• Adapt delivery to reflect cultural, faith, and individual differences in grief and bereavement.
• Maintain clear professional boundaries and safeguarding standards throughout delivery.
• Contribute to the development of new trainers and engage in reflective practice and supervision.
• Stay informed on market trends and sector developments to support service growth.
• Represent Octopus Legacy externally and introduce clients to wider services when appropriate.

• An experienced trainer with a strong track record of delivering engaging sessions to varied audiences.
• Values-led and compassionate, with the confidence to work in emotionally complex spaces.
• Culturally competent, inclusive, and sensitive in your approach to death, grief, and loss.
• Clear on boundaries, safeguarding responsibilities, and the importance of self-care.
• Digitally confident, with experience using CRM systems (Hub Spot), online platforms, and presentation tools.
• Background experience in health, social services, legal, or charitable sectors is highly advantageous.

At Octopus Legacy/NBTS, you’ll work with people who care deeply about their impact. We offer a collaborative, high-ownership environment where you can grow professionally while shaping an emerging category. You’ll help make difficult conversations easier and empower people to plan confidently for the future.

Octopus Legacy is the place to plan for death and find support after loss. When people think about planning for death they think about wills, life insurance and funerals. We take these cold processes and turn them into something more human. Share more than money: leave voice notes, music, recipes. Shape a legacy that connects you while you're here. And after you're gone.

Founded by Sam after his mum died suddenly, we’re a group of people who work in death because we’ve been affected by it. We know the difference a good plan makes, and what it’s like when there isn’t one.

Death can come between us, leaving mess, legal fees, frustration. But it can also make us stronger. We see a world where people talk openly about death, and work out the real meaning of legacy, one that connects to them. We’re here to make that world happen.

• 27 days holiday + extra day off for your Birthday
• Vitality Health & Life Insurance
• Enhanced parental leave
• Free Will & LPAs + discounts on other Octopus services
• Cycle to Work Scheme and EV Salary Sacrifice Scheme
• Octopus Giving: matched charitable fundraising up to £500
• Octopus Springboard: support to build your own ideas

We know that to be truly innovative, we need to have a diverse team around us. That is why Octopus Legacy is committed to creating an inclusive environment and is proud to be an equal opportunity employer.