Peskind Executive Search
Head of Sales - UK (Legal Tech)

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Head of Sales - UK (Legal Tech)
Job Type
Full-Time Regular
Location
United Kingdom
Founding Head of Sales, UK
Location: London, UK
Employment Type: Full time
Our client is building the legal intelligence infrastructure for modern organizations.
Our platform helps in-house legal teams manage contract review, negotiation, intake, approvals, workflows, obligations, and legal knowledge.
Unlike general-purpose AI tools, our client is designed for high-stakes enterprise legal work, with structured workflows, document-level permissions, enterprise-grade security, and native integrations with tools such as Salesforce, Microsoft Word, Slack, Teams, and procurement platforms.
We are growing quickly and are now looking for a founding commercial leader to establish and scale our UK business.
The Role
We are hiring a Founding Head of Sales, UK to lead our client's expansion into the UK market. This is a hands-on role. You will initially own the full sales cycle, from prospecting and discovery through pilots, negotiation, and close. You will build our UK go-to-market strategy, establish relationships with general counsel and legal operations leaders, and create a repeatable foundation for growth.
Reasons to use Rodeo
I’m in my final year doing Economics and I don’t know whether to apply for grad schemes now or do a masters first. What do you think?
Honest answer — it depends on where you want to end up. A lot of top grad schemes (Big 4, civil service, banking) don’t need a masters. Let’s look at the ones you’d be competitive for now, and we can decide if a masters actually adds anything.
Also worth knowing: most autumn 2026 applications are open now. Timing matters more than you think.
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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.
Graduate Consultant — 2026 Scheme
Why you're a good match
StrongYour economics background and your summer at a regional bank line up with what PwC looks for on the consulting scheme. Applications close in four weeks.
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Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Why you're a good match
You’ve got the grades and the economics background, and your bank internship is exactly the experience this scheme looks for. Apply soon — deadlines close within the month.
Experience fit
Your summer at the bank plus your econometrics coursework map directly to the day-one responsibilities on this scheme — client modelling, market briefings, and deal support.
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.
As the region develops, you will recruit and lead the UK sales team and own regional revenue performance.
What You Will Do
- Build and execute our client's UK go-to-market strategy
- Develop a strong pipeline across mid-market and enterprise accounts
- Personally own and close complex enterprise sales cycles
- Run discovery, demonstrations, pilots, procurement, and commercial negotiations
- Build relationships with general counsel, legal operations, procurement, IT, and executive stakeholders
- Represent our client at industry events and within the UK legal community
- Create repeatable processes for qualification, forecasting, pricing, and pilots
- Provide market feedback to product, marketing, and customer success
- Recruit and lead the UK sales team as the business scales
What We Are Looking For
- Strong experience selling enterprise software in the UK
- A track record of closing complex, high-value SaaS transactions
- Experience selling to legal, procurement, operations, or other enterprise functions
- Comfort operating as a senior individual contributor before building a team
- Strong executive presence and the ability to sell to senior stakeholders
- A structured approach to pipeline management, qualification, and forecasting
- A builder mindset and the ability to operate effectively in an early-stage environment


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Experience in legal technology, contract lifecycle management, enterprise AI, workflow software, or procurement technology is highly relevant.
Why Join?
You will join at a defining stage of the company’s growth and have the opportunity to build an important market from the ground up.
You will work directly with the founders, influence go-to-market strategy and product direction, and have the opportunity to build and lead our client's UK commercial organization.
We offer a competitive base salary, uncapped commission, and meaningful equity.
Our client is an equal opportunity employer and is committed to building an inclusive workplace.
“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
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