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SitrepsSI

Product Manager - AI Applications

Sitreps is a veteran career transition platform that helps military veterans translate their service experience into civilian business careers through free resources, job placement, networking events, and educational content.

Sitreps

Employee count: 1-10

Salary: 200k-240k USD

United States only

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Role:Product Manager - AI Applications
Location:Remote
Salary:$200-$240K + Equity
About US
This 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, this product makes staffs superhuman. Our expanding roster of customers includes COCOMs and Service Components worldwide.

About the Role

As a Staff Product Manager focused on Applied AI, you'll define and execute our vision for AI-driven capabilities across the military staff workflow. You'll lead strategic product decisions across intelligent search and summarization, assisted drafting, and predictive capabilities, ensuring our AI features are reliable, secure, and mission-ready. Working closely with Engineering, Design, Data Science, Security, and military SMEs, you'll prioritize high-impact initiatives that transform how staffs plan and operate.

Responsibilities

  • Define and Own AI Strategy

    Develop and maintain a strategic roadmap that aligns with AI goals across foundational, generative, and predictive stages. Champion and communicate the vision across cross-functional teams and external stakeholders..

  • Advance Generative AI Features

    Drive the creation of AI-assisted workflows including draft generation, document linking, and natural-language interfaces that accelerate planning cycles. Define user experiences, success metrics, and iteration plans.

  • Partner on Platform & Quality Standards

    Work with Engineering to define AI infrastructure requirements including vector databases, prompt frameworks, and model observability. Set quality benchmarks and evaluation practices to monitor reliability, performance, and cost.

  • Ensure Security & Governance

    Collaborate with Security to implement data protection, access controls, and policy alignment needed for trusted use in high-security environments.

  • Measure and Communicate Impact

    Define and track metrics tied to AI adoption, user efficiency, and planning effectiveness. Communicate progress and insights clearly in an async-first, distributed team environment.

  • About You

    You thrive in complex, ambiguous environments and enjoy turning advanced AI technologies into simple, powerful tools. You're fluent in both the technical details and the strategic value of AI, and you know how to balance bold product bets with responsible execution. You're excited to work with mission-driven users and have the ability to lead cross-functional teams toward outcomes that matter.

    Qualifications

  • 5+ years of product management experience, with at least 3 years delivering AI/ML-based features in B2B SaaS or data-rich platforms.

  • Proven track record shipping AI-powered features(search, summarization, generative drafting, or predictive insights)with modern LLM tooling and architectures.

  • Experience managing model evaluation, observability, and optimization efforts across quality, latency, and cost.

  • Strong understanding of data governance, security, and compliance, preferably in regulated or high-trust domains.

  • Proficiency in SQL and basic Python for data validation and analysis.

  • Excellent communication skills, especially in async and distributed environments.

  • Bonus: Experience in defense, operational planning, or classified AI deployments.


  • About the job

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    Job type

    Full Time

    Experience level

    Salary

    Salary: 200k-240k USD

    Experience

    5 years minimum

    Location requirements

    Hiring timezones

    United States +/- 0 hours

    About Sitreps

    Learn more about Sitreps and their company culture.

    View company profile

    Sitreps is the leading veteran-focused career transition platform, helping post-9/11 military veterans successfully navigate the leap from military service into the civilian business world. Founded because the veteran transition industry had become overrun with bad advice and predatory grifts, Sitreps provides free resources, expert guidance, and community support to help veterans land high-paying roles in consulting, tech, finance, and defense tech. The company has built the largest community of military veterans in business, with thousands of veterans using their platform to translate their military experience into civilian success.

    The platform offers a comprehensive suite of tools including resume builders, job boards, networking events, podcast content, and educational resources covering everything from MBA applications to medical school pathways. Sitreps has placed 65 veterans in just one year and became a 7-figure business, proving the demand for authentic, veteran-first career support. They partner with companies across private equity, SMBs, and defense tech to match mission-driven veteran talent with roles where their leadership and operational expertise create immediate value.

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