Cyberhaven Logo

Cyberhaven

Chief of Staff, Engineering

Posted 3 Days Ago
In-Office or Remote
3 Locations
200K-220K Annually
Senior level
In-Office or Remote
3 Locations
200K-220K Annually
Senior level
Own engineering leadership’s operating cadence, strategic program execution, business reviews, metrics, organizational planning, and executive communications. The role coordinates complex cross-functional initiatives, improves release and planning predictability, surfaces risks, and drives accountability without direct authority. It also builds AI-assisted dashboards and automations connecting Jira, Notion, GitHub, and Slack to streamline reporting, status collection, and decision support.
The summary above was generated by AI

Cyberhaven is looking for a Chief of Staff for Engineering to collaborate and perform as an operating partner and force multiplier for engineering leadership, driving operating cadence, cross-organizational execution, and data-driven decision making across the entire engineering org. This role is accountable for turning strategic priorities into clear execution plans, and for giving leadership the visibility, metrics, and follow-through they need to run engineering like a well-oiled machine.

This is a hybrid role that blends program management, project management, and executive operations: the person in this role will sit close to engineering leadership, represent their priorities across the org, and be the connective tissue between strategy and day-to-day execution. Influence and impact come from judgment, trust, and cross-functional credibility rather than direct authority.

This role also serves as the primary architect of engineering leadership's monthly and quarterly business reviews, all-hands content, org planning, and leadership offsites providing decision support, surfacing risk, and driving follow-through on the company's highest-priority engineering initiatives.

This role goes well beyond traditional chief of staff work. It requires strong executive presence to represent leadership credibly in front of the org and external stakeholders, deep comfort with data and metrics to turn fragmented signals into clear decision support, and an AI-forward mindset to automate the reporting and operating mechanisms that let Cyberhaven scale how it plans, tracks, communicates, and reviews its work.

What you'll doStrategic Partnership and Executive Support
  • Act as a trusted advisor and thought partner to engineering leadership, helping translate strategic priorities into clear execution plans, success criteria, and operating mechanisms across the org

  • Own the engineering leadership operating cadence, including staff meetings, monthly and quarterly business reviews, org planning, and leadership offsites, setting agendas, preparing materials, and driving follow-through on decisions and action items

  • Represent engineering leadership's priorities across the organization, ensuring alignment between engineering, product, and go-to-market teams on key initiatives

  • Prepare executive-facing communications, board and all-hands content, and cross-functional updates on behalf of engineering leadership

  • Act as a sounding board and extension of leadership on sensitive or ambiguous organizational topics, including headcount planning, org design, and prioritization tradeoffs

  • Build trust and credibility across engineering, product, and business stakeholders to effectively drive alignment without formal authority

Program and Project Management
  • Own end-to-end planning, execution, and coordination across complex, multi-team programs and time-sensitive strategic projects for engineering leadership

  • Improve predictability in Cyberhaven's release and planning model by tracking scope changes, readiness risks, and cross-team dependencies

  • Build and maintain review cadences, status updates, and action follow-up systems that surface execution risk and areas needing intervention across teams and programs

  • Support high-priority or ambiguous engineering initiatives that need additional structure, executive visibility, and follow-through, often stepping in where no clear owner exists

  • Improve data hygiene and governance in systems like Jira and related planning artifacts so that ownership, status, and progress signals are reliable

Data and Metrics-Driven Operations
  • Define and standardize success metrics across quality, release health, velocity, and team health to drive greater predictability and accountability

  • Turn operational signals from across the org into clear, data-backed reporting and decision support for engineering leadership

  • Own the metrics and narrative behind monthly and quarterly business reviews, ensuring leadership has accurate, timely, and actionable data

  • Bring a data-driven lens to org health, from delivery metrics to team sentiment, to help leadership spot risk early

AI-Forward Automation
  • Build AI-assisted dashboards and reporting workflows that improve visibility into program health, release scope, delivery risk, and team performance

  • Create automations that connect tools like Jira, Notion, GitHub, and Slack to surface planning, execution, release, and other delivery signals

  • Automate recurring chief of staff and program management processes such as status collection, follow-up tracking, review preparation, and stakeholder reporting

  • Use these workflows to improve business review inputs, leadership updates, and recurring status reporting while reducing manual status chasing

Who you are
  • 7+ years of experience in a role combining program management, project management, and executive or leadership support

  • Prior experience as a Chief of Staff or Engineering Leadership roles a plus

  • Strong executive presence and the judgment to represent leadership credibly across the org and with external stakeholders

  • A data-driven, metrics-driven approach to decision making, with the ability to turn fragmented operational signals into clear reporting and insight

  • Proven ability to drive accountability, coordination, and follow-through across engineering and product teams without direct authority

  • Strong written and verbal communication skills, including experience owning monthly and quarterly business reviews, executive-facing updates, and cross-functional status reporting

  • Comfort using automation and AI to improve reporting quality, operating efficiency, and recurring workflow execution

  • Good judgment in prioritization, escalation, and leadership support in ambiguous or fast-moving situations

  • Experience owning QBRs, executive reporting, all-hands content, or org planning processes

  • Familiarity with DORA-style metrics, SLO/SLA thinking, release hygiene, and delivery scorecards

  • Experience building AI-assisted dashboards, automations, or reporting systems

  • Experience working in security, SaaS, endpoint, platform, or infrastructure-heavy environments

  • Experience supporting globally distributed engineering organizations

  • Prior experience transitioning from a technical or program management background into a Chief of Staff or executive operations role

Joining Cyberhaven means joining the team building Data Security for the Agentic Enterprise. Traditional tools fall short. Cyberhaven traces the full lifecycle of your data, adapting protection to changing context, so protection moves with the way people actually work, not against it. AI Changed Work. We Protect It.
Backed by $250M from leading investors like Khosla and Redpoint, our team includes leaders who built industry-defining technologies at CrowdStrike, Palo Alto Networks, Meta, Google, and more. This role lets you shape the future of data security, working alongside people driven to protect workflows, not just data, for customers who cannot afford to slow down to stay safe.

AI Tools Disclosure: As part of Cyberhaven's hiring process, we use recruiting tools that include AI-powered features to help with tasks like scheduling, note-taking, workflow automation, and other recruiting activities ("AI Tools"). The AI Tools may process information you provide during the application and interview process. When AI-assisted interview note taking is used, candidates are notified in advance and have the option to opt out of the AI-assisted interview note taking.

Cyberhaven is committed to creating a diverse environment and is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

Similar Jobs

One Month Ago
Remote
United States
225K-295K Annually
Expert/Leader
225K-295K Annually
Expert/Leader
Healthtech • Social Impact • Software • Telehealth
Serve as a strategic partner to the Head of Engineering and leadership team during rapid organizational growth. Own operating rhythms, improve decision-making and execution, diagnose organizational friction, and create plans for cross-functional delivery. Translate technology strategy into priorities, operating plans, and measurable outcomes. Apply AI tools to streamline processes and reduce operational toil while influencing senior technical leaders and driving sustainable organizational practices.
Top Skills: Ai Tools
19 Days Ago
Remote
USA
177K-242K Annually
Expert/Leader
177K-242K Annually
Expert/Leader
Cloud • Security • Cybersecurity
Chief of Staff supporting Global Security Customer Engineering leadership by managing executive cadences, strategic programs, communications, meeting briefings, recognition initiatives, change management, and stakeholder relationships. The role translates ambiguous priorities into executable workstreams, coordinates cross-functional teams, supports executive alignment, and serves as a leadership proxy across Google Cloud and Google.
Top Skills: AICloud SecurityGCPSecurity OperationsThreat Intelligence
42 Minutes Ago
Remote or Hybrid
55K-75K Annually
Junior
55K-75K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handle inbound calls and warm leads, consult customers on insurance needs, recommend appropriate property and casualty coverages, and convert sales leads into policyholders. The role includes paid licensing and training, customer-focused sales, persuasive communication, accurate computer work, and adherence to a remote work schedule. Employees must complete required insurance licensing and work four weekdays plus one weekend day.
Top Skills: Pc ProficiencyWired High-Speed Internet

What you need to know about the Boston Tech Scene

Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.

Key Facts About Boston Tech

  • Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
  • Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
  • Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
  • Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account