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