About the Position

Chief of Staff, Engineering

Location

US Remote
Atlanta
Boston
Florida
New England

Employment Type

Full time

Compensation

$200K – $220K
Offers Equity
Offers Bonus

About the Role

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 organization. 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.

Responsibilities

Strategic 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 organization.
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 organization 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 organizational 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.

Requirements

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 organization 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.
Located in the Eastern Timezone to support our Global team.

We Offer

Competitive salary range of $200K - $220K per year.
Equity options.
Bonus opportunities.
A dynamic and innovative work environment.
Opportunity to shape the future of data security.

About the Company

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.

Chief of Staff, Engineering

Job description