Chief of Staff, Engineering

Responsibilities

• Serve as a senior organizational leader and strategic partner to the Head of Engineering and Engineering Leadership Team.
• Shape how Engineering operates, makes decisions, and executes against critical goals.
• Own key operational rhythms and diagnose organizational friction.
• Design actionable plans for cross-functional execution and hand execution to accountable owners while tracking progress to completion.
• Translate company and technology strategy into organizational priorities, operating plans, and measurable outcomes.
• Improve organizational processes using modern tools and AI to reduce toil.
• Influence senior leaders, facilitate complex decisions, challenge assumptions constructively, and create stakeholder alignment.
• Turn unstructured challenges into clear, repeatable practices.

Requirements

• 12+ years of related professional experience.
• Direct experience as an engineer, engineering manager, or technical program leader inside a software organization.
• Experience serving as a strategic partner or Chief of Staff to a CTO, Head of Engineering, VP of Engineering, or other senior technical executive.
• Proven ability to diagnose organizational or operational problems, design plans, and track execution.
• Exceptional communication and interpersonal skills.
• Experience operating in fast-moving environments with high adaptability and resourcefulness.
• Ability to move between strategic thinking and hands-on execution.
• Personal fluency with AI tools and experience applying AI to improve an organizational process.

Nice-to-haves

• Experience in a Chief of Staff, Engineering Operations, or similar role reporting to a senior technical executive.
• Experience in a high-growth or rapidly scaling technology company.
• Experience in healthcare technology or another highly regulated or complex industry.
• Experience with organizational design, workforce planning, or change management and transformation initiatives.
• Prior individual contributor engineering experience writing and shipping code.

Compensation and Benefits

• ATS-listed salary range: $225000-$281000.
• 100% remote work environment for employees based in the United States; currently not hiring in Hawaii.
• Medical, dental, vision, life, disability, and FSA/HSA benefits.
• 401(k) plan access.
• Generous time-off policies, including two company-wide shutdown weeks each year for most employees.
• Paid parental leave for birthing, non-birthing, adopting, and fostering parents.
• Employee Assistance Program.
• Quarterly department stipend.
• Community and employee resource groups.
• New-hire home office stipend and $50 monthly internet or cell phone stipend.
• Wellness initiatives and a $50 monthly wellness stipend.