Chief of Staff
Our Mission
We're not your average benefits platform; we're the unordinary force that uplifts people's lives. Our technology is the link that connects the entire benefits ecosystem, creating better outcomes for employers, employees, brokers, and providers
Our mission is clear: we're here to create a world where everything operates at its very best, ensuring that every employee receives the support they need to live life to the fullest, both at work and beyond.
Your Mission
As our Chief of Staff, you'll be a strategic partner to the Founders—bringing structure to the chaos, turning priorities into actionable results, and keeping the company moving forward with urgency and precision.
You’ll sit at the heart of the business, keeping our most important priorities on track and our teams aligned. From driving planning cycles and OKRs to steering large, cross-functional initiatives, you'll be the driving force that ensures strategy turns into execution. TLDR: if it is business critical, it’s almost guaranteed you will be involved.
This is a high-impact, high-trust role for someone who thrives in ambiguity—with close partnership from leadership and strong support from the team. You'll have a front-row seat to how the business is built and a real hand in shaping its future.
What you'll be working on
Drive strategic focus: partner with the Founders and our wider leadership team to clarify priorities, shape long-term business goals, and align the business around what matters most
Design the operating rhythm: own our planning cycles, OKRs, business cadences, and exec meetings to keep the organisation running in sync
Own the grey space: you’ll take on our most complex, ambiguous challenges—the ones with no clear approach—and turn them into clear, executable paths forward
Tell the story: build crisp, compelling narratives for all-hands, board updates, and internal comms that keep the team informed and aligned
Build for scale: design systems, tools, and workflows that reduce noise, speed up decisions, and keep the business laser-focused on what moves the needle
You will love this role if you have...
Scaled a B2B SaaS business: You've operated at pace somewhere growing fast, and you know what breaks at each stage and what to put in place before it does.
Owned large projects end to end: You've run company-wide initiatives from first scoping through to delivery
Experience working directly with founders: In strategy, consulting, product, operations, or a chief of staff role before. You know how to be give maximum leverage to the leadership team
Experience building with AI: You're hands-on with tools like Claude/Cursor/ChatGPT, and you've had a real go at building things with them. Not essential, but it will put you ahead and reflect the nature of the ai-native team we are building here.
Run the operating engine: you've owned OKRs or an equivalent goal-setting process across multiple teams, and you know the difference between a cycle that changes behaviour and one that generates documents.
Worn a lot of hats: you've been the strategist one week and the executor the next, and you're happy moving between the two depending on what the business needs.
And you...
Think in systems: you break complex problem spaces apart, see how the parts connect, and get to the root cause of why something is happening before you decide what to do about it.
See ambiguity and run toward it: you simplify complexity and bring clarity where others get stuck.
Have a bias for action and don't wait for permission: you take ownership and move fast.
Influence without authority: you earn trust and get buy-in through sharp thinking and strong relationships.
Communicate clearly and confidently: whether you're writing a board update or aligning execs on a hard decision.
Why join us?
This is a chance to take on the largest, most complex problems in the business, owning them end to end, with the budget, the autonomy to make the calls, and a direct line to the Founders. You'll work across every part of Ben, which means you'll see how the whole company fits together in a way almost nobody else does. When something matters significantly at Ben, you'll most certainly be involved.
Do this role well, and the next step is into our leadership team, potentially running a function, or a major part of the business.
Our Compensation & Benefits
It’s important to us to practise what we preach when it comes to our benefits. We know what good looks like and we want to provide the best for our team, with a comprehensive and inclusive benefits package. This means you have a choice over the things that are most important to you. You can see a selection below, along with the full offering here.
💰 Competitive base salary + equity, so you own what you build
💳 £100 monthly personal Ben Balance: for whatever works for you, whether that's Netflix, Spotify, or a really expensive cup of coffee! This allowance will increase by £50 for each year of service until you reach £250
🍔 Weekly lunch provided in office so you can spend quality time with the team over some tasty food!
🏖 28 days of holidays a year plus bank holidays, and an option to buy or sell 5 days per year. Also, your holiday entitlement will increase to 30 days at your 3rd year of service!
🌴 Work-from-abroad scheme, so you can support your travels, enjoy an extended holiday, or visit loved ones.
🍼 Enhanced parental leave and workplace nursery scheme to support with the cost of childcare in a nursery setting
❤️ Comprehensive Private Medical Insurance
💌 Funded Life Assurance cover with the option to voluntarily increase - this also includes an annual health check
🧠 Comprehensive and tailored mental health support and professional coaching through a leading provider
Diversity and Culture at Ben
We are organically growing a brilliantly diverse, inclusive and respectful bunch of people we are extremely proud of. This should go without saying but all applications are very much welcome. If you need any adjustments to support you with your application, just let us know by emailing [email protected].
