Head of Commercial

Stint is hiring a Head of Commercial in London, United Kingdom. Level rates it ; you can apply on Stint.

Level's read on this job

On Level's scale, this role is Works on AI ●●●○: the daily work is on AI products, without building the model.
Tools and skills the posting cites include b2b saas, enterprise software and commercial strategy.
Level classifies it as an executive role.
Level lists 5 other open roles at Stint.

AI in this role

Lead the commercial function and drive complex AI product rollouts and customer lifecycle management for an AI-powered platform.

b2b-saasenterprise-softwarecommercial-strategyaccount-management

Head of Commercial, taking the function from early traction to serious scale. This role owns theentire commercial motion at Stint.You’ll own the end-to-end customer lifecycle: from the earliest C-suite conversations andcommercial negotiations through to complex AI rollouts, adoption, expansion, and ultimately thevalue we create for our customers. You’ll also lead a team and continue to build the Commercialfunction for our next stage of growth.Commercial at Stint sits closer to product than at a traditional tech company. You’ll be embeddedin complex AI rollouts, shaping how the product lands with each customer. What you learn feedsstraight back into what we build. In practice you’ll use AI to prototype features and test them withcustomers before engineering builds them for real. If the closest reference point that comes to mindis a forward-deployed function, that’s the flavour.You’ll work hand-in-hand with both Arjun (COO) and Sam (CEO), with real exposure to how we’resteering the business. You’ll also lead our team of Key Account Managers and ImplementationPartners.

What you will be doing

• Own the end-to-end customer lifecycle, from new brand rollouts through to renewal
• Own C-suite conversations with major hospitality brands
• Lead complex AI rollouts and be accountable for how the product lands with each customer• Lead, coach and develop our Key Account Management and Implementation Partner team
• Sit at the product table. Feed customer learning back into what we build, and shape the
roadmap alongside product
• Scale the commercial function as we grow: process, playbook, tooling and hiring plan
• Support Arjun and Sam on GTM as we come out of stealth, including international expansion

What we’re looking for

This is a broad, high-impact role for someone who is highly strategic, commercially minded, andknows how to turn ideas into results. You might have built your foundations in consulting orbanking before moving into an operational role, built a startup yourself, or already have experienceas a Commercial Director with significant ownership over a business.We need someone polished enough to bring credibility to high-stakes conversations with theleaders of major hospitality businesses, but entrepreneurial enough to get into the detail, solvedifficult problems, and build better ways of working as we scale.• 6+ years of proven commercial experience• Serious commercial experience in a B2B SaaS or enterprise software environment, ideally withtime in a founding or first-in-seat role• Track record owning complex, high-value customer relationships end-to-end• A track record of learning new verticals fast• Comfort with the operational grit of a scaling startup, in the detail and moving fast• Genuine interest in product. You want to shape what we build, not just sell what already exists• Someone who can hold their own with hospitality C-suites and with our engineering team, andtranslate between the two• Comfort operating in ambiguity. You don’t need the playbook to already exist because you’rethe one writing it

How we rate this

Head of Commercial at Stint rates 65 out of 100 for how much of the daily work is AI. That makes it Works on AI (AI Level 3 of 4). The level is about AI in the job, not seniority.

Classification

Works on AI. The daily work is on AI products, without building the model.

●●●● Builds AI80 to 100
●●●○ Works on AI60 to 79
●●○○ Uses AI40 to 59
●○○○ Little AI0 to 39

Levels come from how often the tools, models and workflows of the role are named in the posting itself. Read the description and count the AI tools, models and workflows it names.

Key facts

Head of Commercial is an open job at Stint.
Level rates this role AI Level 3 of 4: Works on AI.
The role is based in London.
The job was posted on September 25, 2026.
Seniority: executive.
Applications are handled by Stint. Apply on Stint

Prepare for this job

Built from this posting and from similar jobs on Level.

Skills and AI tools this role asks for

B2b SaasEnterprise SoftwareCommercial StrategyAccount Management

Questions you could be asked

Tell me about a project where b2b saas was part of your work. What did you do?
Tell me about a project where enterprise software was part of your work. What did you do?
Tell me about a project where commercial strategy was part of your work. What did you do?
Tell me about a project where account management was part of your work. What did you do?
Describe a typical day in a role like this one: which parts run through AI directly?

Adapt your resume

List these exact terms on your resume: B2b Saas, Enterprise Software, Commercial Strategy, and Account Management. An applicant tracking system matches the wording, not the idea.
Attach one line of real, concrete experience to at least one of them. A tool named with nothing behind it rarely survives a human read.
Show where AI is part of your daily process, not a one-off project. This role expects it to be a running habit.

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