PAIR
Head of Sales
How your CV stacks up
Upload your CV to see how well it fits this job role
?%
UK Head of Sales
Carlos Espinal, Managing Partner at Seedcamp, one of Europe's top investors (#10 on Europe’s Midas list), pointed to PAIR's revenue traction as some of the strongest he sees across most early stage portfolios. His words were:
"The growth you've built here is real, and rare."
Our ARR went up 1,400% in 2025, has grown by around 100% again YTD, and is on track to reach more than 5x by year end.
To continue on this trajectory, we are looking for a UK Head of Sales!
PAIR is the layer between AI tool deployment and measurable business outcomes. We are defining a new category with our AI adoption platform which helps Enterprises navigate the challenges of AI today and helps them anticipate the ones for tomorrow.
You will own the UK sales engine and lead the team that gets us there. We are a 33-person company (hiring rapidly) with 7-figure ARR and our customers already include organisations such as PwC, the Ministry of Justice, healf, and The Crown Estate.
The new Head of Sales will come in and turn strong selling into a repeatable motion, and who lands the deals that shape our Series A and beyond.
We look forward to reading your application.
Elena and James
Commercial Director and CEO at PAIR
What you'd own
- The number. Carry and deliver the UK sales target. Own the forecast, the coverage and the conversion, and hold the team to it.
- The motion. Turn a founder-led sale into a process the team can run without you: discovery, multi-threading, mutual action plans and stage discipline that hold up under pressure.
- The team. Raise the enterprise game of a strong group of Account Executives through 1-1s, deal reviews and forecasting. Set a high bar and hold it through shared commitment to what we are building here.
- The strategic deals. You will actively be involved in the important deals yourself and support AEs in senior rooms.
- The story and the price. Keep our positioning and pricing logic intact as the team scales.
- The growth of the team. Hire, onboard and ramp new Account Executives as we scale through 2026 and beyond.
The sale
These are enterprise deals: aiming for six and seven figures, 3-9 months sales cycle, multi-stakeholder and multi-threaded, and most often direct (not through tenders). The conversation opens on AI, where the customer is, what they have tried, what has not stuck, and moves to the key organisational problem: embedding new capability into how thousands of people work. PAIR is how that becomes measurable, operational and durable.
The deliberate shift this year is moving from pilots that scale towards larger initial lands, where PAIR becomes one of the top priorities a customer will put budget behind. Your team earns the right to advise the C-suite, IT and Security, HR and L&D, and procurement, often in the same week.
Reasons to use Rodeo
Start with a chat, not a search bar
Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
It searches the market for you
Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.
About you
You have built an enterprise sales motion yourself and you know what it takes to make excellence repeatable and scalable. You have carried and hit a number as a seller, and you have managed and developed sellers. You lead from the front.
You are in the detail and diligent, you work hard, and you bring urgency and ownership to everything you do. You have a growth mindset and a real appetite to learn. You are curious about AI adoption as an organisational problem, and you can hold a credible, senior conversation about it. You communicate clearly at executive level: concise on the page, confident in the room.
Must-have experience
- A track record of selling enterprise software or AI into large organisations, including deals of GBP 1M+, through long, complex, multi-threaded cycles, won by selling direct rather than through tenders alone.
- Evidence of having built or materially shaped a sales motion: playbook, qualification, process and forecast rigour.
- Experience managing and developing quota-carrying Account Executives.
- Strong commercial acumen: proposals, statements of work, pricing and negotiation.
- Affinity for technology and AI.
- London-based, in the office 3-5 days a week.
Nice to have
- Early-stage or start-up experience.
- Sold something without the cover of an established brand: a new category, an unproven product, or a company the buyer had never heard of.
- Experience selling a technical product.
- Exposure to workforce transformation, change management or adoption programmes.
- Existing enterprise black book.
The team, and how we work
This is a team that works hard and holds a high bar. The opportunity is unusually large: you would be building at the front of a real shift in how organisations work, with the growth and impact that come with that. In return we expect ownership, pace and accountability. We give high trust and clear outcomes.
We are also expanding into the US, where we are building a team on a steep trajectory. This role is UK-focused: your mandate is to build and lead the UK engine but you would be joining a company scaling on two fronts and moving quickly on both.
AE Quotes
"What I love about working in this team is that it is full of hugely ambitious people who are thoughtful, conscientious and hold themselves to an incredibly high standard of accountability. It is also one of the most diverse teams, in background, that I have ever had the pleasure of working with. We are all deeply motivated by the challenge of helping enterprise customers tackle one of the most relevant priorities facing their businesses today: AI adoption."
Get help with your application
Your very own career expert that helps elevate your application to the next level.
"What makes PAIR so exciting is the incredible personal growth, the opportunity to work alongside exceptional leaders and the chance to help shape a category in its early stages. We are tackling one of the most important challenges facing organisations today, and it genuinely feels like a career-defining opportunity."
"In the 3 months that I've been here, PAIR has provided more structure than any other business I've previously worked for to enable my own personal development and success. The vision and planning here is unmatched as far as I've ever seen, and the career potential that this enables, combined with working within an AI innovation market-leader, is extremely motivating."
"PAIR is a pretty special place to work, and I don’t say that lightly. Before this, I worked in VC and spent my time looking at hundreds of companies a year. PAIR would have very easily been #1 or #2 on that list.
The company is at a thrilling juncture right now. We have an incredibly sharp, hard-working team, that is working on a meaningful and hard problem.... we’re building something that can genuinely change how professional work gets done, and you can feel that sense of purpose across the company."
About PAIR
PAIR is the AI adoption layer that turns tool deployment into measurable business outcomes. Our platform embeds AI skills into daily workflows, measures impact, and keeps teams current as the technology evolves.
Our belief. Humans should remain the main characters. AI is an extraordinary tool, but the organisations that thrive will be those that pair the best of human intelligence with the best of artificial intelligence. That belief sits at the heart of how we sell.
Compensation & Process
- Location: London (3-5 days in the office)
- Start date: As soon as possible
- Reports to: Commercial Director
- Compensation: £195k-£214k OTE, plus stock options on a 60/40 base-to-variable split
- Annual Leave: 25 days + Bank Holidays
Application process
- Stage 1: submit your application here: https://forms.cloud.microsoft/e/Bty778JaXW
- Stage 2: filter interview
- Stage 3: take-home task
- Stage 4: final interview, a half-day at our Holborn office in London
“It took my CV and asked me questions relevant to understanding what kind of jobs to suggest for me. Suggestions were almost perfect. Jobs were exactly what I’ve been looking for.”
Jessica, London
Skills
Location