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Octopus Legacy

Online estate planning and bereavement services

Probate Case Handler

Full-TimeUpdated on 10/23/2026
No salary listed
Mid
Bachelor's
Bristol, UK
RemoteFully remote; may visit the London HQ once a month. Work from anywhere in the world for up to 4 weeks per year.
LegalLegal Counsel & Legal Support

About the job

Requirements
  • Three or more years of experience in estate and trust administration, with a focus on probate processes.
  • Ability to handle a diverse caseload independently, ranging from simple to complex estates.
  • Proven versatility and resilience, particularly in startup and volume-based environments.
  • Capacity to thrive under pressure and effectively manage competing demands.
  • Flexibility to adapt to evolving business needs and operational requirements.
  • A self-starter with a proactive approach.
Responsibilities
  • Work cross-functionally between Octopus Legacy and its subsidiary, Octopus Legal Services.
  • Manage an individual probate caseload from case opening to closing, ensuring adherence to deadlines and legal and regulatory requirements.
  • Serve as the primary point of contact for clients throughout the probate process, providing regular updates and addressing concerns or enquiries professionally and empathetically.
  • Deliver excellent service to clients and ensure case progression.
  • Prepare and review legal documents, ensuring deadlines, accuracy, and compliance with relevant laws, regulations, and internal policies.
  • Identify and resolve complex legal issues and challenges arising during the probate process or within the business.
  • Perform probate administration tasks as required by the business, including maintaining case files, making calls, handling post, and managing correspondence.
  • Collaborate cross-functionally with team members to streamline processes, share insights, and achieve optimal client outcomes.
  • Contribute to expanding and refining processes for scalable operations, including developing templates, precedents, and training resources.
  • Undertake ad hoc projects as required by management.
Desired Qualifications
  • A law degree.

About the company

Octopus Legacy offers estate planning and bereavement support in the UK, combining online will writing, Lasting Power of Attorney forms, life insurance, probate services, and bereavement resources on a single platform. It works through direct-to-consumer channels and partnerships with charities, employers, and funeral directors; its will-writing product is subscription-based with unlimited updates, and users can store digital memories in a digital vault alongside legal documents. The company differentiates itself by providing a holistic, customer-focused platform that covers legal, financial, and emotional planning, backed by strategic acquisitions and Octopus Group capital to scale. Its goal is to simplify and consolidate the fragmented death-planning market into an accessible, end-to-end solution for end-of-life planning and legacy management.

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

London, United Kingdom

Founded

2018

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Simplify's Take

What believers are saying

  • Octopus Legacy treble-sized to 57 staff by January 2025, signaling rapid operating momentum.
  • The NewLaw team acquisition boosted probate capacity and expanded Octopus Legal Services by roughly one-third.
  • Octopus Group's 2022 investment funded scaling, acquisitions, and a trusted Octopus consumer-brand halo.

What critics are saying

  • Legal Futures said Octopus will grow probate 1,000% without adding frontline legal hires, straining quality.
  • Shoosmiths transferred no staff, forcing Octopus to absorb files while retraining and onboarding alone.
  • Death-planning is fragmented and trust-sensitive; one service failure would damage referrals and employer partnerships fast.

What makes Octopus Legacy unique

  • Octopus Legal Services launched in January 2025, bringing probate inside an SRA-regulated ABS.
  • WSL Will Writing added 300,000 clients, making Octopus Legacy Britain's second-largest estate planner.
  • Shoosmiths' 2026 will-bank acquisition deepens regulated scale and strengthens its consumer brand.

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Benefits

  • Health Insurance
  • Pension scheme
  • Family Planning Benefits
  • Fertility Treatment Support
  • 401(k) Retirement Plan
  • 401(k) Company Match
  • Flexible Work Hours
  • Hybrid Work Options
  • Remote Work Options
  • Unlimited Paid Time Off
  • Paid Vacation
  • Paid Holidays

Growth & Insights and Company News

Headcount

6 month growth

24%

1 year growth

24%

2 year growth

24%
Today's Media
Apr 24th, 2026
Octopus Legacy acquires Shoosmiths will bank in push to become UK's largest estate planner

Octopus Legacy has acquired the will bank of Top 100 law firm Shoosmiths, strengthening its position in regulated estate planning. The deal follows Octopus Legacy's acquisition of WSL Will Writing in the past 18 months, which brought over 300,000 clients and positioned it as the UK's second-largest estate planning firm. Sam Grice, founder and CEO of Octopus Legacy, called the acquisition "an important milestone" and testament to the company's growth within the regulated space. The firm aims to become the largest private client firm in the country whilst modernising estate planning services. For Shoosmiths, the transfer aligns with its strategy of focusing on core practice areas, following previous sales of its private client team to Rothley's and personal injury business to Fletchers.