Head of AI Operations

Our Mission
We're not your average benefits platform - we're the driving force that uplifts people's lives. Our technology connects the entire benefits ecosystem, creating better outcomes for employers, employees, brokers, and providers. Our mission is clear: to build a world where everything works at its best, ensuring every employee gets the support they need to thrive—both at work and beyond.

Your Mission
As our Head of AI Operations, you own Ben's internal applied AI transformation: reinventing how the whole company works, function by function, so the business runs on a new operating system. You'll work directly with the founders, with the backing, budget and authority to make it a reality. It's a once-in-a-lifetime role. Where most people get one team and a backlog, you get the whole company as your canvas, from customer operations to commercial, finance and people. You find the work that's slow, manual and held together with duct tape, and you rebuild it so it runs itself. Piece by piece, that becomes the way Ben operates. There's no better place to do it. Ben's whole mission is to make things work at their best, and we already do that in benefits for thousands of companies. Now we're doing it to ourselves, and you're the one who leads it.

Things you'll be working on:

• Rebuild the company operating system: partner with customer operations, finance, people and commercial to find what's slow, manual and held together with duct tape, and redesign it so it runs seamlessly.
• Reinvent how work happens: get hands-on with each function to design and stand up the systems that take on whole workflows end to end, then drive them across the company.
• Own the Applied AI strategy: work with the founders to shape where Ben goes next on applied AI, what we change, in what order, and how we know it's working.
• Drive adoption and bring people with you: help every function become genuinely AI-native.
• Set the standard and prove it works: own the standards, guardrails and quality bar for how Ben adopts AI.

You'll love this role if you have/are...

• High-growth B2B SaaS experience, and evidence you've driven this kind of change.
• A strong systems thinker: you think about the bigger picture, and have owned complex problems that cut across different parts of a business.
• Deep, practical AI fluency: you use tools like Claude, Claude Code and other AI tooling every day.
• Exec-level influence in a scaling company: you can carry a room from ICs to the C-suite, challenge leaders well, and turn ambiguity into aligned action.
• A bias for getting your hands dirty: you don't lead change from a distance.
• A force multiplier: You create repeatable systems, lift and develop the people around you.

Nice to have(s):

• Prompt and context engineering: you have a structured approach to getting the best out of models.
• Have built the guardrails: you've set the bar for what an internal AI system is trusted to do.

Why join us?
This is one of the most important hires we'll make at Ben, and one of the rare roles where a single person can change how an entire company works. A canvas most people never get: your remit is the whole company, starting with our biggest and most complex operation, how we deliver for customers. A real mandate: you work directly with the founders, with the budget, the tools and the backing to take work off entire teams and change how Ben runs. You'll be at the frontier: the market hasn't even settled on a name for this role yet. Do it well and you write the playbook everyone else copies in a couple of years. The most impactful work of your career: Ben helps hundreds of thousands of people across 30+ countries get the benefits and support they need.

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.

• Competitive base salary + equity.
• £100 monthly personal Ben Balance.
• Weekly lunch provided in office.
• 28 days of holidays a year plus bank holidays.
• Work-from-abroad scheme.
• Enhanced parental leave and workplace nursery scheme.
• Comprehensive Private Medical Insurance.
• Funded Life Assurance cover.

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 jobs@thanksben.com.