Director of Product, 15Five

• 5+ years of experience managing Product Managers and building high-performing product teams
• Proven success leading product strategy and execution for complex B2B SaaS products
• Experience in HR technology, enterprise SaaS, AI-first, or data-centric companies
• Strong strategic thinking with the ability to balance customer needs, business objectives, and technical constraints
• Solid understanding of modern software architecture and the ability to collaborate effectively with engineering leaders
• Extensive hands-on experience using AI tools and frameworks as part of daily product management, with a passion for staying current on emerging AI trends and technologies
• Excellent communication, collaboration, and stakeholder management skills, with experience influencing executive-level decisions
• We encourage you to apply if the role is a fit or if it’s something you could grow into in the next 1-2 years - we’re open to considering a Senior Manager level for the right candidate

Desirable

• We’re a high-performance, high-purpose team that gives you the chance to Build the Future of Work
• We run on High Standards and High Support — holding a high bar for results, ownership, clarity, and disciplined execution, while investing in manager enablement, skill development, and whole-person care
• We are committed to a No B.S. environment, meaning we anchor ourselves in truth, course-correct in real time, and expect people to lean into direct conversations. We are focused on ensuring every 15Fiver can Work in the Future and that starts with proactively using AI across all aspects of your role to increase leverage, speed, and impact
• If you're energized by a fast pace, high standards, and high accountability for yourself and others, you'll thrive here and we encourage you to apply
• 15Five is looking for a Director of Product to lead product and design, reporting directly to our CTO
• This role sits at the center of 15Five's push to be AI-native across product, ops, and go-to-market
• You'll partner with the CTO to bring our strategic vision to life through a team of Product Managers and Designers
• This is a hands-on leadership role where you are both an active coach of your team while staying close to lead our product work, sell the roadmap to customers, guide technical tradeoffs with engineering, and embed AI into how your org builds product day to day
• You'll thrive here if you're obsessed with customer outcomes over shipped features, want to build AI+Human led work intelligence rather than just manage people, and are energized by fast-paced, high-accountability environments
• If you've led a product for complex B2B SaaS (HR tech or AI-first a plus), have real hands-on AI product and tooling experience (not just awareness of it), and can influence execs while still rolling up your sleeves then this is the role for you
• Lead and develop a team of Product Managers and Product Designers, serving as both a coach and an hands-on product leader
• Partner with the CTO and executive team to define and execute product strategy aligned with company goals
• Own multiple strategic initiatives from discovery through customer adoption, ensuring successful execution and business impact
• Drive product prioritization and decision-making using customer insights, data, technical considerations, and company strategy
• Champion selling the roadmap and future vision directly to customers
• Collaborate closely with Engineering, Design, AI, Data, Sales, Marketing, Customer Experience, Account Management, and other business leaders to deliver exceptional customer outcomes
• Foster a high-performing product organization with a culture of ownership, innovation, collaboration, and continuous improvement
• Stay at the forefront of AI technologies, tools, and best practices, championing AI-first product development and embedding AI into daily product management practices
• Maintain a strong understanding of technology and architecture to effectively partner with engineering and guide technical product decisions