Why This Job is Featured on The SaaS Jobs
This role stands out in SaaS because it sits at the point where a specialised workflow platform meets a highly regulated, security conscious customer environment. Onebrief’s product is built for military staffs, and the work described centres on turning a complex enterprise deployment into day to day usage across Italian Army headquarters, including coordination around access, networks, and exercises. In SaaS terms, it is a field facing adoption role where credibility with the customer is as important as the software itself.
For a SaaS career, the value is in learning how products become operational inside large institutions with long decision cycles and strict constraints. The remit combines enablement, change management, stakeholder mapping, and structured feedback loops back to product and engineering, which are durable skills across B2B SaaS. It also builds fluency in translating real world workflows into product signals, a capability that carries into customer success, solutions, and product adjacent paths.
The strongest fit is for professionals who prefer high autonomy, are comfortable working between technical teams and senior customer stakeholders, and can stay effective when progress depends on process navigation rather than feature delivery. It also suits someone motivated by on site engagement tied to mission outcomes, with the patience to build trust across ranks and functions over time.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
Department
Customer Relations
About Onebrief
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.
Note: This is an independent contractor role with flexible structure tied to mission outcomes
NATO Secret (NS) Clearance Preferred; Candidates must possess the legal right to work in Italy at the time of application
Remote in Italy; travel and on-site presence at key headquarters required for engagements before, during, and after exercises.
About the Role
Own relationships across Italian Army headquarters Build and maintain trust from working-level planners up to General Officers within the Italian Army.
Support exercises and help drive adoption Lead training, enablement, and change management efforts to embed the platform into daily planning processes.
Navigate and unlock bureaucratic barriers Secure system access, coordinate with IT/security stakeholders, and enable deployment on Italian and NATO networks.
Enable growth and long-term engagement Support expansion to additional units, and introduction to new commands and partner organizations.
Act as the voice of the user Provide structured feedback to product and engineering teams, ensuring the platform evolves to meet Italian Army needs.
Strengthen brand and reputation Represent the company as a trusted partner to the Italian Armed Forces.
About You
You are obsessed with end users — especially operational planners. You build trust quickly with Italian Army officers (primarily OF-3 to OF-5 equivalents: Captains to Lieutenant Colonels) and understand their daily planning challenges. They rely on you because you make their work easier, not harder.
You deeply understand Italian and NATO military headquarters. You have experience operating within Italian Joint and Army HQs (e.g., Bdivision-level commands), and you know how planning actually happens — not just doctrine, but reality. Senior officers and General Staff leaders respect your judgment.
You thrive in bureaucratic environments and know how to get things done. Whether it’s gaining access to classified systems, navigating Italian procurement pathways, or coordinating with CIS/IT offices, you persist through ambiguity and resistance to deliver outcomes.
You are highly reliable and detail-oriented. When a major demonstration, exercise, or deployment is happening, stakeholders trust that you’ve handled every detail — from system access to user readiness.
You are technically fluent. You don’t need to code, but you can confidently operate software, troubleshoot issues, and translate between engineers and military users — including within classified or restricted environments.
You build strong relationships across ranks and functions. From junior planners to Generals, you communicate clearly, build alignment, and influence decisions in complex organizations.
You are mission-driven. You care deeply about improving military decision-making, NATO interoperability, and the effectiveness of allied forces.
You are proactive and adaptable. You operate independently, manage your own priorities, and adjust quickly in dynamic environments.
You communicate clearly and candidly. You provide direct feedback from the field and deliver actionable insights to internal teams.
You meet access requirements. You hold (or can obtain) appropriate Italian and NATO security clearances and can access military installations across Italy.
Qualifications
Candidates must possess the legal right to work in Italy at the time of application
You hold (or can obtain) appropriate Italian and NATO security clearances and can access military installations across Italy.
Proven experience in operational planning within the Italian Armed Forces, ideally at brigade level or higher.
Familiarity with NATO planning processes (e.g., COPD, JOPP) and multinational exercises.
Experience working with software/technology solutions in military environments, including classified networks.
Demonstrated ability to expand adoption of tools or processes within a military organization.
Strong capability in customer engagement and support, both in-person and remote.
Technical aptitude to learn and support a complex software platform.
Proven success navigating Italian MOD structures, procurement processes, and bureaucracy.
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.
