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Head of UKI, Sales Director

Rippling - Dublin, Ireland - In-office - posted 2026-10-16

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Rippling is a unified HR, IT, and Finance platform that consolidates workforce systems—payroll, expenses, benefits, computers, and third-party app integrations—into a single system. The company has raised $1.4B+ from top-tier investors including Kleiner Perkins, Founders Fund, and Sequoia, and is based in San Francisco. As Head of UKI Sales, you will lead the sales organization across the United Kingdom and Ireland, managing Sales Managers and their Account Executive teams. This is a Director-level role focused on taking an established, growing business to the next phase: moving upmarket, accelerating revenue, and raising organizational performance. Key responsibilities include: - Owning UKI revenue growth and developing the regional sales strategy, translating market opportunity into clear priorities and consistent delivery against targets - Championing Rippling AI adoption and helping customers understand its value - Leading the move upmarket by strengthening the team's ability to win larger, more complex opportunities through account planning, executive engagement, and value-led business cases - Developing a high-performing leadership team by managing and coaching Sales Managers to improve Account Executive performance and build a culture of accountability and development - Raising productivity across the established organization by identifying and acting on opportunities to improve pipeline creation, conversion, win rates, and deal value - Staying close to strategic deals, engaging senior stakeholders and navigating complex buying groups - Driving operating discipline through pipeline reviews, forecasting, and performance reporting - Balancing strategic selling with speed, evolving the approach for sophisticated buyers without losing urgency - Growing the team selectively in partnership with Recruiting, owning onboarding, ramp-up, and retention - Partnering across Marketing, Sales Development, Solutions Consulting, post-sales, Product, and Revenue Operations Requirements: - Track record as a second-line sales leader in high-growth B2B SaaS, leading Sales Managers and teams to consistent revenue performance - Experience leading teams selling into the UK and Ireland with strong market understanding - Demonstrated success taking an established sales organization upmarket: improving strategic selling, winning larger opportunities, increasing deal value - Experience leading both high-velocity and complex, consultative sales motions with multi-stakeholder buying processes and executive engagement - Strong coaching and talent-development skills with evidence of developing managers and improving team productivity - Commercial and analytical judgment; ability to diagnose performance, prioritize impact, and maintain pipeline discipline - Hands-on approach to selling and leadership; comfortable joining deals and helping teams close business - Owner mindset appropriate to Director level: accountability for regional performance, pace of decision-making, balance of long-term and near-term execution - Energy and adaptability for fast-moving environments with cross-functional collaboration - Experience in HR technology or related multi-product SaaS is a strong advantage

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