Founding Sales Director (Pre-Series A)

Note: This role requires a sharper focus on prior experience. We’re seeking a proven senior-level sales professional with a strong track record of building and growing deal pipelines in a consulting or advisory environment. If you’ve driven growth at scale and want to step into a founding leadership seat where you’ll shape the commercial engine of a pre-Series A venture then this role is for you

Responsibilities:

• Lead and develop a high-performing team of AI Relations Specialists to drive sales pipeline growth across EMEA and APAC markets, ensuring each team member understands both the technical capabilities of our legal-first methodology and the strategic business it delivers to enterprises.

• Develop and execute comprehensive sales strategies that position S.AI.L as a recognised AI transformation, focusing on enterprise departments that are too large and complex for traditional systems integrators to service effectively

• Build and maintain strategic relationships with C-suite executives demonstrating how AI delivered with a focus on compliance, risk management and legal can turn cost centres into strategic business advantages

• Drive revenue growth through consultative selling of S.AI.L's comprehensive service portfolio, including AI strategic advisory services, custom AI platform development, business process re-engineering, and cybersecurity preparedness programs

• Collaborate closely with our technical teams to ensure seamless delivery of cloud-native AI implementations that integrate with clients' existing Microsoft, AWS, or Google Cloud infrastructure without requiring new platforms or data handoffs

• Establish thought leadership in the AI transformation space through speaking engagements, industry partnerships, and strategic content development that positions S.AI.L as the go-to expert

• Analyse market trends and competitive landscape to identify new opportunities for growth, particularly in emerging markets and with organisations seeking to transform using AI, ML and agentic AI platforms

Qualifications:

• Communication skills: You excel at translating complex AI concepts into compelling business value propositions that resonate with and C-suite leaders. Your ability to articulate how AI transformation drives measurable ROI, from reduced processing times to accelerated deal closure, sets you apart. You're equally comfortable presenting to a General Counsel about strategic legal positioning as you are discussing technical implementation details with IT leader

• Growth mindset: You thrive in the dynamic world of AI and see every challenge as an opportunity to pioneer new approaches to enterprise transformation. You understand that we're building something entirely new – not just selling existing solutions, but creating a category where S.AI.L leads the creation of strategic business drivers through AI. Your curiosity about emerging technologies like agentic AI and your willingness to experiment with new sales methodologies make you an ideal fit for our rapidly evolving market

• Track Record in AI, RegTech, or Legal Technology: You bring proven success in selling complex technology solutions to enterprise legal departments or similar regulated industries. Whether your background is in AI platforms, regulatory technology, legal software, or enterprise SaaS, you understand the unique challenges legal departments face and how technology can address them. Your experience with consultative selling gives you the foundation to succeed in our specialised market

• Coaching and Mentoring: You're passionate about developing talent and building high-performing teams. Your approach to coaching AI Relations Specialists goes beyond traditional sales training – you help them understand the strategic implications of AI transformation and develop the consultative skills needed to guide the c-suite through complex change management processes. You create an environment where team members can experiment, learn from failures, and continuously improve their ability to drive meaningful client outcome

Compensation

• Equity ownership: ~2% of fully diluted shares at grant

• Vesting schedule: 4-year vest, 1-year cliff, monthly thereafter

• Salary: Market-rate compensation effective upon Series A close (~12 months)

• Exit potential: c.US$7.5-15M based on conservative 5x revenue multiple at liquidity event

Disclaimer: Any reference to potential valuation figures for S.AI.L are purely illustrative and should not be interpreted as a promise or guarantee. These forward-looking estimates reflect our aspirations, not certainties. Like any early-stage company, outcomes may vary based on a range of factors beyond our control. We share this information to be transparent, not to mislead. Equity-based compensation will be governed by the final terms outlined in our formal agreements.

A Note to Our Valued Recruitment Partners

We deeply appreciate the incredible work that recruitment professionals do in connecting talent with opportunity. It's a relationship-driven business that requires genuine expertise and market insight. At this particular stage of S.AI.L's journey, we're taking a hands-on approach to building our founding team, working directly with candidates to ensure cultural alignment and shared vision around our legal-first AI methodology

This isn't about bypassing the recruitment community that we respect and value; it's about the unique requirements of early-stage team building where every conversation shapes not just who joins us, but how we grow together. As we scale and our needs become more specialised, we look forward to partnering with recruitment professionals who understand the nuances of AI transformation

For now, we're asking candidates to apply directly so we can build those foundational relationships from the start. We're grateful for your understanding and look forward to collaborating as S.AI.L evolves.

The S.AI.L Careers Team