Founding Sales Lead

About WilsonAI

WilsonAI is building the world-leading AI platform for legal teams, helping lawyers move dramatically faster while staying in control. We combine AI-powered review and redlining with rapid contract analysis and intelligent legal insights.

We are backed by leading investors including Nomad Ventures, Autopilot Ventures, and Entrepreneur First, and raised a $1.7M pre-seed round at the end of 2024. Since then, we have stabilised the product with early customers, beaten competitors with significantly more funding and headcount, and scaled to multi-six-figure revenues.

We are now expanding across the UK and the US and are building a small, elite team to transform how legal work is done in the AI era.

The role

We are looking for an exceptionally driven Founding Sales Lead to build our sales function alongside the CEO.

This is a hands-on role with end-to-end ownership. You will generate pipeline, close deals, and put in place the systems, tooling, and processes needed to scale. You will work closely with the CEO, GTM advisors, and over time help shape and grow the wider sales and marketing function.

The role is demanding and high impact. You will be expected to move quickly with limited direction, take full ownership of outcomes, and turn ideas into measurable revenue.

What you will do

• Own pipeline generation and conversion across customer segments, delivering against ambitious revenue targets
• Close $20k to $100k+ ACV deals through a structured, repeatable sales process
• Build sales rigour across prospecting, CRM tracking, forecasting, and funnel management
• Expand go-to-market channels beyond founder-led sales, including outbound, partnerships, and events
• Develop market segmentation strategies by jurisdiction, sector, and company size
• Lead customer interactions post-sale to drive retention, expansion, and upsell
• Design and launch referral and partnership programmes
• Represent WilsonAI at conferences, events, and industry forums
• Use automation and tooling to maximise output without unnecessary headcount
• Set the foundations for a high-performance sales culture and help hire future team members

What success looks like after six months

• A repeatable sales process reliably closing mid to high five-figure and six-figure ACV deals
• Pipeline generated across multiple scalable channels, not dependent on the founders
• Consistent over-performance against individual revenue targets
• Clear, documented sales processes, messaging, and tooling that new hires can ramp into quickly
• A strong account expansion motion driving net revenue retention

What we are looking for

• Proven B2B SaaS sales experience with ownership of the full sales cycle in an early-stage environment
• Strong execution bias and comfort prospecting, closing, and building systems from scratch
• High resilience, grit, and personal accountability
• Interest in operating across both UK and US markets
• Ambition to grow into a senior sales leadership role as the company scales
• Legal tech experience is a bonus but not required

Why WilsonAI

• Early leadership role at a fast-growing, venture-backed AI company
• Direct access to founders with real ownership and autonomy
• The opportunity to build a sales function from zero, not inherit one
• Rapid growth, high trust, and a genuinely ambitious environment
• A chance to reshape a trillion-dollar industry at the point of real change