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Generative AI Strategist

Dine Development Corporation

Job Summary:

We are seeking a Generative AI Strategist to lead the exploration, adoption, and strategic implementation of generative AI technologies across our Air Force logistics programs. This senior advisory role will work directly with the Program Manager to develop and execute a roadmap for AI integration, balancing innovation with practical constraints of the DoD environment.

The ideal candidate combines deep technical expertise in GenAI architectures with the ability to evangelize, educate, and provide strategic guidance to cross-functional teams. You will help our organization understand where AI delivers value, where it doesn't, and how to navigate the gap between commercial AI capabilities and DoD-approved tools.

Job Duties and Responsibilities:

*This position is contingent upon contract award.*

  • Collaborate with the Program Manager to develop and maintain a comprehensive GenAI adoption roadmap
  • Lead systematic exploration of AI use cases across team productivity, service delivery, and new capability development
  • Conduct rigorous evaluations producing go/no-go recommendations with supporting analysis
  • Document exploration outcomes: what worked, limitations identified, implementation requirements, and cost-benefit analysis
  • Serve as the organization's primary advocate and educator for generative AI adoption
  • Help team members discover practical AI applications in daily work
  • Provide hands-on training, demonstrations, and implementation support
  • Work with delivery leads to identify AI opportunities in achieving program objectives
  • Guide teams in recognizing diminishing returns and making informed decisions about when AI adds value vs. when human effort is more efficient
  • Evaluate and recommend appropriate LLM models (Sonnet 4.5, GPT-5.2, etc.) and applications for specific use cases
  • Assess GenAI.mil capabilities and limitations
  • Design architectural solutions, including RAG implementations, document parsing pipelines, and agent-based systems
  • Lead development of program-level policies for AI ethics, data handling, and responsible use
  • Establish criteria and frameworks for evaluating when AI is not appropriate for a given use case
  • Ensure AI adoption aligns with DoD data strategy, security requirements, and compliance obligations
  • Create guidelines for validation and quality assurance of AI-generated outputs
  • Develop presentation materials explaining AI capabilities, limitations, and recommendations
  • Present findings and recommendations to program leadership and government clients
  • Translate complex technical concepts into executive-level strategic guidance
  • Support business case development for AI-enabled task orders and new service offerings
Job Requirements (Education/Skills/Experience):

What we’re looking for...

  • Ability to obtain Secret clearance (required).
  • 7+ years in AI/ML roles with at least 3 years focused on generative AI and large language models
  • Hands-on experience with multiple LLM models (Anthropic Opus/Sonnet, OpenAI GPT-4/4.5, etc.) and understanding of their relative strengths and weaknesses, as well as use cases
  • Proficiency with AI applications (ChatGPT, Claude, Perplexity, etc.) and their distinctive features
  • Demonstrated experience designing and implementing AI architectures (RAG, document parsing, agent frameworks, prompt engineering)
  • Exceptional ability to explain complex technical concepts to non-technical audiences; experience developing and delivering executive presentations
  • Proven ability to evaluate technology against business objectives and provide balanced recommendations
  • Experience working within constraints (budget, technology, security) and proposing practical solution.

Even better if you have:

  • Experience in DoD, federal government, or highly regulated industries
  • Familiarity with DoD data management frameworks and security requirements
  • Background in enterprise architecture or data management
  • Experience with GenAI.mil or similar government-approved AI platforms
  • Track record of successful organizational change management and technology adoption initiatives
  • Understanding of Agile methodologies and working with cross-functional delivery teams

This contractor and subcontractor shall abide by the requirements of 41 CFR 60-1.4(a), 60-300.5(a) and 60-741.5(a). These regulations prohibit discrimination against qualified individuals based on their status as protected veterans or individuals with disabilities, and prohibit discrimination against all individuals based on their race, color, religion, sex, sexual orientation, gender identity, national origin, or for inquiring about, discussing, or disclosing information about compensation, or any other basis prohibited by law. We participate in E-Verify.

Vacancy posted 18 hours ago
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