Hybrid Executive Assistant to Founder — Inbox & Calendar

Octopus Legacy Limited; Greater London; Hybrid; GBP 38,000 - 60,000; Full time

Benefits offered by this job

Flexible working: 3 days in the office

2 days remote

Work from anywhere up to 4 weeks/year

Health & Life Insurance

Enhanced parental leave

Free Will & LPAs

Cycle to Work Scheme

Dog-friendly office

Snacks and wellness activities

Job summary

Octopus Legacy Limited is seeking a sharp, commercially minded Executive Assistant to work closely with our Founder. This role goes beyond diary management; you will run the inbox, ghostwrite on behalf of Sam, and judge which tasks deserve his time to drive the business forward.

You’ll align with company priorities, manage calendar focus, and support budgets, payroll, and key partnerships. This is a great step up for someone with 2+ years in a PA/EA role who wants real responsibility in a

Qualifications

• 2+ years in a PA or EA role, ideally supporting a founder, CEO or senior leader in a fast-moving environment.
• Strong writing: able to mirror voice and draft clear, confident emails and documents.
• Discreet handling of sensitive payroll, financial and personal information.
• Proactive and two steps ahead: anticipate needs and close loops without prompting.
• Ruthless prioritisation: protect time and say no when required; calm under pressure.

Responsibilities

• Own Sam's inbox end to end: triage, action, delegate, archive.
• Draft and send emails and messages in Sam's voice for partner follow-ups and investor updates.
• Write first drafts of internal memos, all-hands notes, briefing documents and talking points.
• Manage Sam's calendar strategically, protecting focus time and prioritising high-value meetings.
• Prepare for each meeting: who, why it matters commercially, desired outcomes and follow-ups.
• Support payroll, invoices and expenses with accuracy and deadlines.
• Organise all-hands, team events and offsites within budget; keep the office running smoothly.

Skills

Inbox management

Calendar management

Written communication

Prioritisation

Discretion

Proactivity

Adaptability

2+ years PA/EA experience

Tools

Gmail/Outlook

Calendar tooling

Slack

Job description

Octopus Legacy Limited is seeking a sharp, commercially minded Executive Assistant to work closely with our Founder. This role goes beyond diary management; you will run the inbox, ghostwrite on behalf of Sam, and judge which tasks deserve his time to drive the business forward.

You’ll align with company priorities, manage calendar focus, and support budgets, payroll, and key partnerships. This is a great step up for someone with 2+ years in a PA/EA role who wants real responsibility in a