Product Chief of Staff

Smith.ai•San Francisco, CA
•Remote

About The Position

Smith.ai is seeking a Product Chief of Staff to partner directly with the Chief Product Officer and drive operational excellence across Product, Design, and Engineering. The role owns the operating cadence for the R&D organization and leads strategic initiatives spanning teams and functions. It calls for a hands-on operator who can bring structure to ambiguity, turn priorities into measurable outcomes, and influence teams without formal authority. This is not a traditional administrative Chief of Staff position. The position oversees planning, OKRs, leadership meetings, decision tracking, accountability, and product performance reporting. It also leads high-priority cross-functional initiatives, supports executive and board communications, improves organizational effectiveness, and serves as a candid thought partner to the CPO. The role works with distributed teams, including US-based leadership and an Engineering organization in Spain. The position is full-time and remote. The base salary range is $215,000–$250,000 per year, with eligibility for equity and a benefits package that includes medical, dental, vision, life insurance, 401(k), and Flexible Time Off.

Requirements

  • Exceptional judgment and discretion when handling sensitive business and organizational matters.
  • Strong execution orientation, ownership, follow-through, and ability to deliver results independently.
  • Highly structured thinking and exceptional writing skills, including the ability to turn complex, ambiguous problems into clear recommendations and actionable plans.
  • Proven ability to influence senior leaders and drive accountability across teams without formal authority.
  • Strong business and product fluency, including financial metrics, customer data, and product analytics.
  • Ability to operate at high speed, balance competing priorities, and work across international time zones.
  • Use of AI tools to analyze, automate, and significantly improve productivity.
  • Highly collaborative, low-ego working style and effectiveness in a remote-first environment.

Nice To Haves

  • Previous Chief of Staff, Business Operations, Strategy, or Product Operations experience at a high-growth startup.
  • Background in management consulting, investment banking, or a similarly analytical environment.
  • Experience in SMB SaaS, AI, voice technology, or legal tech.
  • Experience with product operations, roadmap planning, or cross-functional product launches.
  • Experience working with distributed or European teams.

Responsibilities

  • Own the operating cadence across Product, Design, and Engineering, including quarterly roadmap planning, OKRs, leadership meetings, and decision tracking.
  • Drive accountability and follow-through so priorities stay on track and decisions become action.
  • Build and maintain a weekly product scorecard tracking metrics such as shipping velocity, call quality, and activation.
  • Lead 2–3 high-priority initiatives each quarter from ambiguous problem through execution and measurable results.
  • Partner with Product, Engineering, GTM, and Client Success on initiatives including market opportunities, pricing and packaging, product launches, and company-wide AI adoption.
  • Keep distributed teams aligned and coordinate communication between US-based leadership and the Engineering organization in Spain.
  • Serve as a trusted thought partner to the CPO, offering candid perspectives, identifying risks, and helping prioritize competing demands.
  • Anticipate challenges, resolve issues independently, and close loops that would otherwise require the CPO's attention.
  • Own product-related executive and board updates, translating complex information into insights, recommendations, and decisions.
  • Improve how teams collaborate, communicate, and execute as the organization scales.
  • Support product and design recruiting, organizational planning, and integration of new teams and processes.
  • Drive clear internal communications about product priorities, decisions, and launches.

Benefits

  • Equity
  • Medical insurance
  • Dental insurance
  • Vision insurance
  • Life insurance
  • 401(k)
  • Flexible Time Off
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