VP, Head of Product at Compyl

Head of Product Remote (US) ABOUT COMPYL Compyl is a high-growth, venture-backed GRC and automated security compliance platform built by security practitioners for security practitioners. Founded in 2020 by two former Chief Information Security Officers, we exist to solve a problem both founders lived firsthand: the painful, fragmented, and largely manual state of enterprise security governance. Our cloud-native platform replaces spreadsheets, point tools, and consulting engagements that security teams have relied on, delivering a single, all-in-one GRC solution that automates evidence collection, control mapping, audit preparation, and continuous monitoring. We're backed by Venture Guides, Contour Venture Partners, and Armory Square Ventures, and we're building toward a global team by the end of 2027. ABOUT THE ROLE We're hiring a Head of Product to own Compyl's product vision, strategy, and execution end-to-end, including direct ownership of our agentic AI layer. We're building AI capabilities that move beyond evidence collection and risk dashboards toward autonomous remediation and multi-step workflow orchestration. Whoever steps into this role will have real, lasting ownership over how AI is built across the product. This is not a bolt-on feature, it's a foundational shift in how Compyl delivers value, and no competitor has fully unlocked it yet. This is a hands-on leadership role. You'll set direction, but you'll also stay close to customers, roadmap tradeoffs, delivery timelines, and outcomes. Success means translating real customer pain into clear priorities, shipping high-quality product consistently, and raising the bar for how product decisions are made across the company. WHAT YOU'LL DO Own Product Strategy & Vision - Define and evolve Compyl's long-term product vision and roadmap, aligned to the company strategy, customer needs, and market opportunity - Translate high-level strategy into clear, prioritized initiatives with measurable outcomes - Balance near-term execution with long-term platform thinking Lead Compyl's Agentic AI Layer - Own the strategy, sequencing, and execution of Compyl's AI layer, from initial agentic workflows to full autonomous remediation. - Define how AI agents interact with the core GRC platform, integrations, and customer environments in a defensible, auditable way. - Partner with Engineering to establish the architecture and data foundations that make multi-step AI orchestration possible at scale. - Set the bar for what "practitioner-grade AI" means in GRC, ensuring every AI-driven action is explainable and trustworthy. Lead Product Execution - Own roadmap planning, prioritization, and delivery in close partnership with Engineering. - Work closely with Sales and Marketing to support positioning, packaging, pricing, and go-to-market readiness. - Ensure product initiatives are scoped clearly, sequenced effectively, and delivered with quality. - Establish strong product discovery and validation practices before committing engineering resources. - Stay deeply connected to customers, prospects, and the field, especially enterprise security and GRC leaders Build & Scale the Product Organization - Lead and develop Product Managers and Product Designers; define clear roles, expectations, and career paths. - Establish product rituals, operating cadence, and decision-making frameworks that scale with the company. - Raise the bar for product thinking, communication, and accountability across the org. WHAT WE'RE LOOKING FOR - 10+ years of product management experience, including senior leadership roles building enterprise SaaS platforms. - Demonstrated experience driving product strategy in risk, compliance, security, governance, or adjacent regulated domains. - Proven track record translating regulatory frameworks and customer obligations into scalable, policy-driven product capabilities. - Experience with AI/ML product development, ideally agentic systems, LLM-powered workflows, or autonomous process automation in a B2B context. - Experience owning and evolving a complex, multi-tenant platform with a strong point of view on modularity, extensibility, and long-term architecture. - Highly analytical and outcome-driven; comfortable using qualitative customer insight and quantitative data to drive prioritization and roadmap decisions. - Demonstrated ability to lead cross-functional alignment across Engineering, Customer Experience, Sales, and executive leadership in a high-growth environment. - Experience scaling product organizations and operating models in a Series A–C SaaS company. COMPENSATION & BENEFITS - Competitive salary and meaningful equity participation at a Series A inflection point - Comprehensive paid benefits WHY COMPYL - Own the AI roadmap: Compyl is building an agentic AI layer on top of its compliance platform, moving from evidence collection to autonomous remediation. This hire owns that from day one. - Category-defining market: GRC and automated compliance is one of the fastest-growing segments in enterprise software. The tailwinds are structural, not cyclical. - Real product, real traction: Healthy customer growth, a platform built by practitioners who understand the buyer. - Series A momentum: Backed by Venture Guides, Contour Venture Partners, and Armory Square Ventures, with the capital and conviction to scale aggressively. - Direct access and visibility: Report to the CEO. Your strategy is seen, debated, and rewarded at the highest levels of the organization. - Meaningful equity: Significant equity participation at a valuation inflection point. - Autonomy, no bureaucracy: No micromanagement. Co-founders as partners, not gatekeepers. You are trusted as the expert. EQUAL OPPORTUNITY Compyl is an equal opportunity employer and does not discriminate on the basis of race, color, religion, national origin, ethnicity, sex (including gender identity, pregnancy, and sexual orientation), age, disability, veteran status, marital status, or any legally protected status under federal, state, or local law. Applicants with disabilities may be entitled to reasonable accommodation under the Americans with Disabilities Act (ADA) or applicable state/local laws. To request accommodation during the application process, please contact Jaymes Nowicki, Head of Talent Acquisition.