Director of Engineering Operations, WHOOP
$200-245k
+ Equity package
Wearable health and fitness devices
Open for applications
Wearable health and fitness devices
1001+ employees
Open for applications
$200-245k
+ Equity package
1001+ employees
Company mission
To unlock human performance and Healthspan.
Role
Who you are
- 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
- Interested in the role, but don’t meet every qualification? We encourage you to still apply! At WHOOP, we believe there is much more to a candidate than what is written on paper, and we value character as much as experience. As we continue to build a diverse and inclusive environment, we encourage anyone who is interested in this role to apply
What the job involves
- 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
- 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
Our take
WHOOP develops wearable health-tracking devices designed to help athletes optimise their performance. Its technology continuously monitors recovery, sleep, and training hours to fine-tune both individual and team performance. Unlike competitors that primarily track exercise data, WHOOP's holistic approach includes metrics like heart rate variability, which can influence more effective and healthier exercise routines.
By focusing on a subscription model that includes the cost of the physical device, WHOOP differentiates itself from competitors that charge a higher one-time fee for their products. This model provides ongoing value and encourages users to stay engaged with their health data.
WHOOP's comprehensive monitoring of strain and recovery has given it a competitive edge, even as other brands like Fitbit have incorporated similar features. Beyond sports performance, WHOOP has conducted extensive research on predicting premature births, aiming to integrate these findings into their app. This commitment to broader health applications demonstrates WHOOP's dedication to advancing wearable health technology.
Steph
Company Specialist at Welcome to the Jungle
Insights
1% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Aug 2021
$200m
SERIES F
Oct 2020
$100m
SERIES E
Total funding: $404.8m
Company benefits
- Flexible Vacation: WHOOP has a flexible vacation policy that allows you to unwind, laptop-free, when you need it most.
- Focus on Family: We offer 18 weeks paid parental leave, plus an additional 2 weeks to gradually return to work.
- Get Invested: In addition to a competitive base salary and 401k, you're eligible to receive stock options to share in the future of WHOOP.
- WHOOP +1: Everyone on the team gets a complimentary WHOOP membership—plus another membership to share with a loved one.
- Health Matters: Our competitive benefits package covers medical, dental, and vision, in addition to mental health services, life and disability insurance, and more.
- Find Your Fit: Full-time employees get $500 a year to spend on wellness in whatever way they see fit, from fitness classes and memberships, to recovery services.
- It Pays to Sleep: Our Sleep Performance Program incentivizes employees to get more sleep. Log an average sleep performance of 85% or higher for the month and get a $100 bonus.
- Location, Location, Location: You can’t beat the views from the rooftop of One Kenmore Square. Feel inspired daily as you work, enjoy free snacks and coffee, and collaborate in the heart of Boston.
Company HQ
West Fens, Boston, MA
Leadership
Will Ahmed
(Founder & CEO)After graduating from Harvard with a Bachelor of Arts in Government and Economics, Will went on to hold Summer Analyst roles at Allen & Company and Lindsay Goldberg before founding WHOOP in 2012.
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