Head of Commercial

Head of Commercial, taking the function from early traction to serious scale. This role owns the

entire commercial motion at Stint.

You’ll own the end-to-end customer lifecycle: from the earliest C-suite conversations and

commercial negotiations through to complex AI rollouts, adoption, expansion, and ultimately the

value we create for our customers. You’ll also lead a team and continue to build the Commercial

function for our next stage of growth.

Commercial at Stint sits closer to product than at a traditional tech company. You’ll be embedded

in complex AI rollouts, shaping how the product lands with each customer. What you learn feeds

straight back into what we build. In practice you’ll use AI to prototype features and test them with

customers before engineering builds them for real. If the closest reference point that comes to mind

is 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’re

steering the business. You’ll also lead our team of Key Account Managers and Implementation

Partners.

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, and

knows how to turn ideas into results. You might have built your foundations in consulting or

banking before moving into an operational role, built a startup yourself, or already have experience

as a Commercial Director with significant ownership over a business.

We need someone polished enough to bring credibility to high-stakes conversations with the

leaders of major hospitality businesses, but entrepreneurial enough to get into the detail, solve

difficult 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 with

time 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, and

translate between the two

• Comfort operating in ambiguity. You don’t need the playbook to already exist because you’re

the one writing it