Chief of Staff | 65-80k generous equity | Discretionary Bonus | FT in office
Chief of Staff | 65-80k generous equity | Discretionary Bonus | FT in office

Chief of Staff | 65-80k generous equity | Discretionary Bonus | FT in office

Full-Time No home office possible
Pickle

Company Overview

Our client was founded on a radical idea: what if every donation could be made once and last forever? What if the same capital could be deployed again and again, compounding its impact over time?

They are building a new kind of financial infrastructure for charitable giving — one designed to create long‑term sustainability rather than one‑off impact. By investing donations into sound, appreciating assets, they aim to provide charities with enduring financial support and a path to lasting security.

The organisation works with some of the world’s most trusted global charities and institutions, helping to reimagine how funding flows through the non‑profit ecosystem.

The Founder

Our client is led by a founder who thinks in decades, not quarters. After building and exiting successful ventures, he stepped away from the conventional path to focus on a more fundamental question: how to build systems that create a better future for the next generation.

He operates from first principles and expects the same from those around him. Clarity of thought, intellectual honesty, and a strong bias to action matter more than titles or process. He moves quickly, challenges assumptions, and values people who take real ownership — those who think like builders, not passengers.

At the core is a belief in long‑term thinking, individual freedom, and systems that empower rather than extract.

Your Mission

To ensure the business operates with clarity, speed, and discipline across every function.

You will own the operational layer end‑to‑end — translating founder priorities into structured execution, maintaining visibility across all workstreams, removing blockers before they surface, and building the systems that allow the company to scale.

This is a highly cross‑functional role spanning product, partnerships, compliance, finance, and people. You will act as the operational nerve centre of the business, working directly with the founder to ensure the right things happen in the right order — with nothing falling through the cracks.

We are looking for a rare operator: someone who brings rigour without bureaucracy, thrives in ambiguity, and can seamlessly context‑switch across domains in a single day.

Requirements

Business Operations Ownership

Own day‑to‑day operations across the business. Maintain real‑time visibility across priorities, ensure execution momentum, and operationalise decisions quickly.

People Operations & HR

Manage all people operations, including employment relations, performance coordination, and policy discipline. Build the infrastructure required for a scaling team.

Product & Delivery Operations

Own the operational layer supporting product and engineering. Coordinate launches, partnerships, and ensure readiness across all product‑adjacent workstreams.

Sales Ops & Revenue Coordination

Support the operational side of growth. Improve coordination across teams and ensure opportunities are followed through from first contact to execution.

Legal & Compliance Implementation

Translate legal and regulatory requirements into practical operations. Identify and manage risk proactively, and ensure the business maintains a strong compliance posture.

External Governance Coordination

Manage operational alignment with third‑party governance structures and reporting requirements, ensuring clean processes and hand‑offs.

Finance & Accounting Coordination

Maintain visibility over budgets, spend, and financial dependencies. Ensure smooth coordination with finance functions.

AI, Automation & Operational Leverage

Embed AI and automation into workflows to improve speed and efficiency. Identify inefficiencies, build solutions, and continuously raise the operational baseline.

The Ideal Candidate

Thinks Like a Founder

Operates with full ownership and accountability. Acts without waiting to be told.

Proven Operator in High‑Growth Environments

5–8 years in operations or similar roles within fast‑moving companies. Experience working closely with founders or senior leadership.

Cross‑Functional by Default

Comfortable operating across product, legal, finance, growth, and people simultaneously.

Execution‑First Mindset

Bias toward action. Builds plans, drives outcomes, and closes loops independently.

Calm Under Pressure

Maintains clarity in fast‑moving, high‑stakes environments. Handles complexity with sound judgement.

Team Leadership

Experience managing teams, driving accountability, and navigating performance conversations.

AI & Systems Fluent

Comfortable leveraging AI tools and building systems to improve efficiency and scalability.

What Success Looks Like

30 Days

Full operational visibility established. Key workstreams, dependencies, and rhythms in place.

60 Days

Independent decisions made. Early process improvements delivered. Clear perspective on priorities.

90 Days

Operating as the central operational anchor. Founder bandwidth meaningfully increased.

6 Months

Business running faster with reduced dependency. AI‑enabled workflows embedded.

12 Months

Operational infrastructure becomes a core competitive advantage. Trusted to challenge direction when needed.

Benefits

What You Get

A high‑performance environment: work alongside driven, high‑agency individuals who care deeply about outcomes.

Meaningful ownership: generous equity participation aligned with long‑term success.

Competitive compensation: market‑aligned salary with a strong emphasis on long‑term upside.

Impactful work: an opportunity to help build infrastructure designed to create lasting global impact.

Location

London, UK (in‑person). Our client values in‑person collaboration to maximise speed, alignment, and team cohesion.

Interview Process

  • Introductory call with talent team
  • Founder interview
  • Technical task and competency discussion
  • Final in‑person culture interview

A short, paid trial period may be included as part of the final stage.

Values

  • Meaning Matters – Focus on real‑world impact and long‑term outcomes
  • Mop the Floor – Take ownership; no task is beneath anyone
  • Forward Momentum – Prioritise progress over perfection
  • 1% Better Every Day – Commit to continuous improvement
  • Delight Each Other – Build a culture of trust, care, and high standards

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Pickle

Contact Detail:

Pickle Recruiting Team

Chief of Staff | 65-80k generous equity | Discretionary Bonus | FT in office
Pickle

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