Lead Product Designer

Lead Product Designer

Deal Room is seeking a Lead Product Designer to help us discover and solve customer problems better, make our product simple and scalable, and speed up the whole team by enabling autonomy and collaboration. You’ll turn strategy into clear navigation, reusable patterns, and measurable outcomes—so teams can ship faster with confidence.

Location:

Boston‑Based Hybrid (T, W, T In Office / M & F WFH | Full‑time)

Work Authorization:
Applicants must be authorized to work in the United States without the need for current or future visa sponsorship.

Years of product design experience: 6+.

• User & customer understanding — Turn research into a clear picture of who we serve and their top jobs so priorities are obvious and scope stays tight.
• Systems thinking & information architecture — Map our users, data, and tasks. Set simple navigation and page types that scale so new features fit naturally and people find what they need fast.
• User flows & states — Design end‑to‑end flows, including empty/error states and recovery steps so engineers can build confidently and users don’t hit dead ends.
• Design system stewardship — Build the AI design→code practice; you focus on problem definition with Product and high‑level direction while AI drafts screens. Lead Figma→code with Engineering; version, migrate, deprecate—so teams reuse, ship faster, and break less.
• Evidence‑backed product sense — Start with outcomes, decide how we’ll measure them, and make the smallest change that moves the needle so we learn quickly and improve what matters (e.g., time to value, task success).
• Collaboration & influence — Bring partners in early, align on shared names and patterns, and standardize the path from marketing to product so launches feel seamless and trade‑offs are clear.

• Have 6+ years of product design experience.
• Have experience designing complex B2B SaaS or other complex systems.
• Thrives in a fast‑paced startup environment.
• Have led end‑to‑end experiences that cross multiple surfaces or product areas.
• Are a systems thinker who naturally simplifies complex architectures into clear, connected experiences.
• Are excited by AI and automation, and curious about how AI agents reshape workflows & experiences.

• Generous equity options
• 100% individual / 60% family insurance coverage
• Competitive benefits including 401(k)+matching, Healthcare, Dental, and Vision plans
• $500 Annual AI Stipend
• Boston‑based hybrid model (T‑T In Office / M & F WFH)
• $300 Monthly Commute Stipend
• Deal Room is committed to providing all team members a truly unique experience with the opportunity for involvement in all dimensions of running and growing our business.
• Opportunity to work in a fast‑moving, high‑growth SaaS company
• Company paid laptop

• Seniority Level: Mid‑Senior level
• Employment Type:
  
  Full‑time
• Job Function:
  Design, Art/Creative, and Information Technology
• Industry: Software Development

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