Director of Engineering Operations Job at Whoop (Boston)

Director of Engineering Operations

Whoop

Location:
United States , Boston

Category:
IT - Administration

Contract Type:
Not provided

Salary:

200000.00 - 245000.00 USD / Year

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Job Description:

At WHOOP, we’re on a mission to unlock human performance and healthspan. WHOOP empowers members to understand their bodies through continuous measurement of physiological data, enabling them to sleep better, train smarter, and live healthier lives. WHOOP is scaling rapidly, with ambitious growth ahead for the software organization. To sustain this momentum, WHOOP is hiring a Director of Engineering Operations to drive the systems, processes, and visibility that enable our teams to deliver at scale. Reporting directly to the SVP of Software, this leader will serve as the operational backbone of WHOOP’s engineering organization — building the mechanisms that drive productivity, consistency, and clarity across all teams. You’ll work closely with Engineering, Product, Recruiting, QA, and Platform leadership to align people, processes, and data, ensuring WHOOP continues to deliver software with excellence and efficiency for our members.

Job Responsibility:

Engineering Metrics & Continuous Improvement - Define, implement, and manage engineering performance metrics (e.g., DORA, delivery throughput, cycle time). Translate insights into action through reviews, tracking, and reporting to leadership. Partner with Platform and QA teams to ensure data pipelines and dashboards are accurate and actionable
Hiring, Onboarding & Growth Enablement - Collaborate with Recruiting and leadership to improve hiring velocity and maintain quality. Build and continuously refine the engineering onboarding experience to reduce ramp-up time and increase new hire satisfaction. Design systems that help new engineers quickly understand WHOOP’s tools, systems, and culture
Incident Management & Reliability - Oversee the incident lifecycle — ensuring consistent classification, escalation, postmortems, and follow-through. Build accountability for reducing repeat incidents and improving reliability metrics. Collaborate with Platform and SRE teams on root-cause visibility and operational readiness
Operational Excellence & Cadence - Own and facilitate the operational rhythm of the software organization, including leadership syncs, Engineering Manager forums, quarterly reviews, and Software All-Hands. Establish feedback systems that promote alignment, accountability, and clear communication across teams. Identify organizational bottlenecks and develop scalable, data-driven solutions to improve flow and focus
Governance, Compliance & Communication - Serve as a bridge between Software and GRC, Legal, and Finance to ensure operational alignment on compliance, documentation, and governance. Own the Builder (Engineering) Blog and internal communications, maintaining transparency through dashboards, documentation, and reports
Financial & Vendor Management - Manage budgets for developer tooling, DX platforms, and operational vendors. Partner with Finance and Legal on procurement, ROI analysis, and vendor strategy. Ensure investments deliver measurable improvements in productivity and quality

Requirements:

5+ years of experience in software operations, technical program management, or engineering leadership within high-growth technology organizations
Proven success scaling engineering teams
Deep understanding of software development lifecycles (SDLC), Agile/DevOps practices, and incident management frameworks
Demonstrated experience defining and operationalizing engineering metrics (e.g., DORA, cycle time, developer experience)
Strong analytical and data-driven mindset, with the ability to build dashboards, measure outcomes, and inform decisions through data
Exceptional communication and collaboration skills, with experience influencing across all levels of an organization
Hands-on operator who thrives in ambiguity and can build systems from the ground up before scaling them
Experience managing budgets, vendor relationships, and cross-functional programs
Strong commitment to embracing and leveraging AI tools in day-to-day tasks, ensuring AI-assisted work aligns with the same high-quality standards as personal contributions

What we offer:

equity
benefits

Additional Information:

Job Posted:
December 13, 2025

Employment Type:

Fulltime

Work Type:

On-site work

Whoop - All Job Offers

Job Link Share:

Director of Engineering Operations

Whoop

Location:
United States , Boston

Category:
IT - Administration

Contract Type:
Not provided

Salary:

Job Description:

Job Responsibility:

Requirements:

Additional Information:

Job Posted:
December 13, 2025

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