Onebrief is collaboration and AI-powered workflow software designed specifically for military staffs. By transforming this work, Onebrief makes the staff as a whole superhuman - meaning faster, smarter, and more efficient.
We take ownership, seek excellence, and play to win with the seriousness and camaraderie of an Olympic team. Onebrief operates as an all-remote company, though many of our employees work alongside our customers at military commands around the world.
Founded in 2019 by a group of experienced planners, today, Onebrief’s team spans veterans from all forces and global organizations, and technologists from leading-edge software companies. We’ve raised $320m+ from top-tier investors, including Battery Ventures, General Catalyst, Sapphire Ventures, Insight Partners, and Human Capital, and today, Onebrief is valued at $2.15B. With this continued growth, Onebrief is able to make an impact where it matters most.
About the RoleWe’re hiring a Systems Engineer to join our Corporate IT team. This role is focused on endpoint management, SaaS administration, escalation support, and advanced troubleshooting with a strong emphasis on security and operational discipline.
You’ll report to the Corporate IT Manager and work across Engineering, HR, and Finance. This role carries direct ownership of core systems and requires sound judgment across technical, operational, and change-related decisions.
About YouYou take ownership of the systems you support and understand how they operate beyond surface-level administration. You are experienced across endpoint management, SaaS platforms, and identity systems, and can move from routine work to deep troubleshooting without friction. You handle escalations with a structured, root-cause-driven approach.
You operate effectively in undefined or shifting environments. You bring structure to ambiguity, communicate clearly during incidents and changes, and make decisions that balance speed, risk, and long-term stability. You maintain strong operational discipline, document what matters, and follow through.
What You'll DoOwn endpoint and device management across the environment. Maintain MDM platforms, enforce security baselines, and ensure devices remain compliant, patched, and operational.
Manage SaaS and identity systems, including application lifecycle, access controls, and integrations. Maintain least-privilege access and support audit and compliance requirements.
Act as the escalation point for complex technical issues. Diagnose root causes across endpoints, systems, and integrations, and drive issues through resolution.
Improve system reliability and security through proactive maintenance, configuration hardening, and continuous reduction of operational risk.
Execute changes within defined maintenance windows. Plan, communicate, and implement changes to minimize user impact and maintain system stability.
5+ years of experience in systems engineering, systems administration, or similar
Bachelor’s degree in Computer Science, Information Systems, or related field (preferred, not required)
Experience with endpoint management (Intune, Jamf, Workspace ONE, or equivalent)
Experience managing SaaS platforms, SSO, and access control
Experience with identity providers (Okta, Azure AD/Entra ID, or similar)
Strong troubleshooting across endpoints, OS (Windows, macOS, Linux), networking, and SaaS integrations
Experience handling escalations and resolving root cause
Experience executing changes within maintenance windows
Ability to document systems and processes clearly
Due to federal contract requirements, U.S. Citizenship is mandatory for this position.
Notice to Third Party Recruitment Agencies
Please note that Onebrief does not accept unsolicited resumes from recruiters or employment agencies. In the absence of an executed Recruitment Services Agreement, there will be no obligation to any referral compensation or recruiter fee. In the event a recruiter or agency submits a resume or candidate without an agreement Onebrief explicitly reserves the right to pursue and hire those candidate(s) without any financial obligation to the recruiter or agency. Any unsolicited resumes, including those submitted to hiring managers, shall be deemed the property of Onebrief.
Onebrief Compensation & Benefits Highlights
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Retirement Support — A 401(k) with employer matching up to 4% capped at $10,000 annually is offered, noted as relatively strong for a startup. Recent mentions indicate this match has been added or improved as the company scaled.
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Leave & Time Off Breadth — Unlimited PTO is paired with paid holidays, paid sick days, and company‑wide vacation periods within a remote‑first setup. The policy breadth is consistently listed even though usage norms are not fully disclosed.
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Parental & Family Support — Generous parental leave is highlighted on multiple listings, with some postings citing 8 weeks paid at 100%. This points to tangible support for new parents alongside other time‑off benefits.
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What We Do
Onebrief builds collaboration and AI-powered workflow software for military planning and operational coordination. Today, many critical planning workflows still rely on fragmented systems, static documents, and disconnected tools that make collaboration and decision-making unnecessarily difficult. Onebrief brings modern software, AI, and real-time collaboration into those environments, helping teams operate with greater clarity, coordination, and adaptability in situations where decisions carry real-world consequences. We are a distributed team of builders from military, operational, and technology backgrounds who care deeply about improving how important work gets done. Some team members work remotely, while others work directly alongside customers in operational environments around the world. Founded in 2019, Onebrief is backed by leading investors including General Catalyst, Battery Ventures, Insight Partners, Sapphire Ventures, and Human Capital. Valued at more than $2 billion, we continue to invest in product innovation, AI capabilities, and team growth.
Why Work With Us
Work matters, but so do the people you work with. At Onebrief, you'll tackle meaningful challenges alongside grounded teammates who care deeply about doing great work and helping one another succeed.
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Onebrief Offices
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Employees work remotely.
We’re a fully remote organization - and believe it makes us a more powerful team. We bring together incredible professionals without the constraints of time zones or personal circumstances.