Strategic Military Engagement Lead - Esercito Italiano (Italian Army)

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

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

• 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.