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Posted May 28, 2026

Chief of Staff to the CTO

• The Chief of Staff partners with the CTO to drive velocity, quality, and strategic clarity across Product and Engineering • This role is the CTO’s force multiplier on technical execution and product strategy — owning the operating system of the Product org, keeping high-priority programs on track, and translating complex technical and organizational challenges into clear decisions and accountable plans • Technical Program Management: Own the execution of the CTO’s highest-priority cross-functional programs from kickoff through delivery. Identify scope, milestones, dependencies, and risks • Run the structured program cadence — status reviews, escalation paths, and decision logs — that keeps engineering teams unblocked and leadership informed without adding bureaucratic drag • Product, and Engineering Operating Cadence: Build and steward the rhythm of the Product org. Own the planning process, quarterly roadmap processes, and organizational OKR process, align Product and Engineering on priorities, and create a culture of accountability without micromanagement • Cross-Functional Coordination: Serve as the connective tissue between Identify where handoffs break down, own the resolution, and build the durable processes that prevent the same failures from recurring • Engineering Operations and Metrics: Define and instrument the leading indicators of Product health: delivery predictability, cycle time, incident rates, technical debt burn-down, and team capacity • Build the dashboards and review cadences that give the CTO and engineering leadership a clear, real-time view of where the org is healthy and where it needs intervention • Strategic Projects for the CTO: Run the highest-priority ad hoc initiatives end to end, leadership offsites, and the one-off unlocks that do not fit neatly anywhere else in the org • Complex customer onboarding initiatives • International expansion • Customer relationship management • Represent the CTO in internal and external meetings when required • What Success Looks Like: • Product development programs land on time and on scope, with fewer surprises and faster escalations when things go sideways • The CTO spends more time on the highest-leverage decisions and less time on coordination overhead • Product and Engineering operate with a shared, well-instrumented cadence that scales as the team grows • Cross-functional relationships between Engineering, Product Management, Design, Technical Support and GTM are tighter and more productive Benefits • Healthcare: Our robust range of PPO and HMO offerings have your dental, vision, and general health covered from day-one • Ongoing learning: We want our team members to grow with us, so we invest whenever there’s a chance to expand an employee’s skill • Unlimited vacation: Maintain a healthy work and life balance with unlimited paid time off anytime you need to recharge • Home office: Wherever you call office, we make sure that you have all the technologies and supplies you need to succeed • Company gatherings: We work remotely but we play together at annual off-sites, regional team dinners, and virtual happy hours