Director of Infrastructure

Onebrief is a revolutionary platform for military staff workflows and operational planning.

The software is designed to enable smarter, real-time decisions. With unparalleled collaboration features, AI-enhanced tools, and customizable workflows, Onebrief makes staffs superhuman. The expanding roster of customers includes COCOMs and Service Components worldwide.

Founded in 2019 by a group of experienced planners, today, Onebrief's workforce of 120+ spans veterans from all forces and global organizations, and technologists from leading-edge software giants. Onebrief's growth is exemplary, having raised $53M+ and counting from leading venture investors.

As the Director of Infrastructure, you'll serve as the connective tissue between our internal delivery teams and our most strategically complex customer environments. Your mission is to ensure our platform performs with high availability, compliance, and scalability across classified and unclassified networks—and that customers experience Onebrief as a critical, trusted part of their daily work.

You’ll lead initiatives to harden infrastructure, scale secure deployments, evolve internal tooling, and guide how we deliver reliable, secure, and supportable environments as we grow. This role is central to how we maintain our execution speed while earning trust in highly sensitive environments.

This is a net-new role reporting to the CIO, with a clear mandate: establish Onebrief’s ability to meet growing enterprise demands without sacrificing our speed or customer obsession.

You're a pragmatic, mission-driven technical leader who thrives in ambiguity and builds leverage through systems thinking. Whether your background is rooted in the private tech sector, the DoD, or a combination of both, what matters most is your ability to meet the technical bar and lead with clarity. If you bring the right strengths, we're confident we can get you ramped into the domain-specific nuances within your first 90 days.

You think in terms of availability, automation, and maintainability, and know how to balance risk reduction with execution velocity. You’ve built and led technical programs that deliver measurable impact, and you’re comfortable working with C-level stakeholders, program managers, and engineers alike.

Your most recent titles might have been something like Director of Infrastructure, Head of Engineering Operations, VP of IT, or Deputy Director of IT from a public sector agency—you’ve been the person others trust when uptime, compliance, or internal systems are on the line.

To be eligible for this role, candidates must have the ability to obtain and maintain a U.S. government security clearance. This is a condition of employment.

• Ideally 10+ years in infrastructure, security, or service delivery roles, with 3+ in a senior or leadership capacity

• Experience managing or interfacing with DoD IT environments, including secure networks

• Demonstrated ability to lead cross-functional technical programs

• Deep understanding of modern SaaS infrastructure (cloud-native, CI/CD, observability)

• Familiarity with secure network configurations, endpoint management, and compliance automation

• Experience with internal IT tooling, vulnerability management platforms, and identity management

• Highly organized, systems thinker

• Confident communicator across technical and executive audiences

• Comfortable navigating ambiguity and making decisions with incomplete data

• Active security clearance (or ability to obtain one quickly)

• Experience standing up compliance programs (e.g. RMF, NIST, FedRAMP)

• Exposure to defense acquisition or program office environments

• You are obsessed with creating value for real users

• You are ambitious, scrappy, and a creative problem-solver

• You learn quickly, work iteratively, and naturally seek collaboration

• You approach your work with integrity, intellectual honesty, and a low ego

• You communicate frankly, clearly, and succinctly

• You thrive as a self-starter, embracing autonomy and ambiguity

• Competitive Salary: $235,000 → $310,000

• RSUs: Share in the company’s success.

• Flexible Work Environment: Remote work with flexible hours and unlimited PTO.

• Comprehensive Health Coverage: Health, dental, vision, and life insurance.

• Retirement Plan: 401(k) plan to secure your future.

• Parental Leave: Support for your growing family.

• Company Retreats: Annual company summit trips.

Compensation Range: $235K - $310K