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Director of Product Designer

Siro - New York, NY, USA - In-office - posted 2026-09-15

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Siro is an AI-powered platform that transforms field sales operations by automating admin work, providing real-time visibility to managers, and enabling executives to make data-driven decisions. The platform integrates with Salesforce and analyzes thousands of in-person sales conversations to surface insights and drive outcomes across organizations. Backed by $75M in funding from top-tier investors (Index, Fika, CRV, SignalFire), Siro serves leading brands in home improvement, retail, hospitality, and automotive. As Director of Product Design, you will own design strategy and execution end-to-end, partnering with Product, Engineering, and GTM leadership to reinvent how field sales teams work. This is a hands-on leadership role focused on craft and influence rather than headcount management. Key responsibilities include: - Owning product craft, quality, consistency, and polish across all surfaces - Building and scaling the design system, patterns, and principles as the company grows - Designing mobile and web app interfaces and AI interaction models - Rapidly prototyping ideas using modern AI tooling and involving the team in that process - Planning and executing user research, including in-person customer visits and field ride-alongs - Representing the customer voice in internal strategic discussions - Partnering with senior leadership and the founder/CEO to frame problems, influence roadmap decisions, and set product direction - Elevating design decision-making across PMs and engineers through mentorship and influence You'll define what Design means at Siro—establishing standards, systems, and scope of influence. You'll work on a genuinely hard problem: integrating messy spoken conversation, fragmented business systems, field execution, and AI agents into a single cohesive product. The role offers direct access to the Founder CEO and a small, senior team at a high-growth Series B company with proven product-market fit. REQUIREMENTS: - 8+ years of product design experience with quantifiable success - Exceptional interaction and visual design craft; ability to articulate why something feels off and what would fix it - AI-native: daily prototyping with modern AI tools and sufficient coding fluency to make things real - Systems thinking combined with attention to detail (sweating the 4px decision) - Customer obsession: preference for field time over planning docs, proactive about customer engagement - Credibility with senior leaders: influence strategy through reasoning and research; comfortable challenging founders and engineering leads - Primary motivation is design craft, judgment, and influence; experience mentoring designers is welcome but not required - Energized by ambiguity, tough problems, and high expectations

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