At a Glance
- Tasks: Build and lead the sales function, generating pipeline and closing deals.
- Company: WilsonAI, a fast-growing AI platform transforming legal work.
- Benefits: Direct access to founders, ownership, and autonomy in a dynamic environment.
- Why this job: Shape the future of legal tech and drive real change in a trillion-dollar industry.
- Qualifications: Proven B2B SaaS sales experience and strong execution skills.
- Other info: Opportunity for rapid growth and leadership in an ambitious team.
The predicted salary is between 48000 - 84000 Β£ per year.
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
Founding Sales Lead employer: WilsonAI
Contact Detail:
WilsonAI Recruiting Team
StudySmarter Expert Advice π€«
We think this is how you could land Founding Sales Lead
β¨Tip Number 1
Network like a pro! Get out there and connect with people in the legal tech space. Attend industry events, join relevant online forums, and donβt be shy about reaching out to potential contacts on LinkedIn. You never know who might have the inside scoop on job openings or can refer you directly to hiring managers.
β¨Tip Number 2
Showcase your skills! Create a personal website or portfolio that highlights your sales achievements and any relevant projects. This is your chance to stand out from the crowd and demonstrate how you can drive revenue and build systems from scratch, just like WilsonAI needs.
β¨Tip Number 3
Prepare for interviews by researching WilsonAI and its competitors. Understand their products, market positioning, and sales strategies. This will not only help you answer questions but also allow you to ask insightful ones, showing your genuine interest in the role and the company.
β¨Tip Number 4
Apply through our website! We want to see your application come through our official channels. It shows you're serious about joining our team and helps us keep track of all candidates effectively. Plus, itβs a great way to ensure your application gets the attention it deserves!
We think you need these skills to ace Founding Sales Lead
Some tips for your application π«‘
Tailor Your CV: Make sure your CV speaks directly to the role of Founding Sales Lead. Highlight your B2B SaaS sales experience and any relevant achievements that showcase your ability to close deals and build systems from scratch.
Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Use it to tell us why you're passionate about legal tech and how your skills align with our mission at WilsonAI. Be specific about what excites you about this role and our company.
Showcase Your Results: When detailing your past experiences, focus on quantifiable results. Did you exceed revenue targets? How did you contribute to pipeline generation? Numbers speak volumes, so let them do the talking for you!
Apply Through Our Website: We encourage you to apply through our website for a smoother application process. It helps us keep track of your application and ensures you donβt miss out on any important updates from us!
How to prepare for a job interview at WilsonAI
β¨Know Your Stuff
Before the interview, dive deep into WilsonAI's mission and products. Understand how their AI platform transforms legal work and be ready to discuss how your sales experience can directly contribute to that vision.
β¨Showcase Your Sales Skills
Prepare specific examples from your past B2B SaaS sales experiences where you owned the full sales cycle. Highlight your successes in closing deals and building systems, as this role demands a hands-on approach.
β¨Demonstrate Adaptability
Since the role involves working across both UK and US markets, be prepared to discuss how you've successfully navigated different market dynamics in the past. Show that you can adapt your strategies to fit various customer segments.
β¨Ask Insightful Questions
Prepare thoughtful questions about WilsonAI's growth plans and sales strategies. This not only shows your interest but also helps you gauge how you can fit into their ambitious environment and contribute to building a high-performance sales culture.