Chief AI Officer

About Tryfacta.AiTryfacta.Ai is an AI-native staffing platform being developed within Tryfacta, Inc., a government, healthcare IT, and staffing solutions company with a broad portfolio of active federal and state, local, and education (SLED) contracts, a multimillion-candidate database, and mature compliance infrastructure for clearance and credential verification.This is a ground-floor executive opportunity to serve as the first senior technology and product leader for Tryfacta.Ai, guiding the platform from an internal capability to a standalone product, while leading AI strategy and adoption across Tryfacta, Inc.The RoleAs Chief AI Officer, you will set AI strategy and governance across Tryfacta, Inc. and have end-to-end ownership of the AI matching engine, platform architecture, and product roadmap for Tryfacta.Ai. Reporting directly to the CEO, you will partner closely with Tryfacta, Inc.’s compliance, delivery, and operations leaders to translate decades of institutional expertise into a credible, defensible AI product.As the business scales, you will help shape when to add dedicated engineering and compliance-technology leaders reporting to you or working alongside you.What You’ll OwnAI Strategy & Governance● Set the enterprise AI strategy and roadmap for Tryfacta, Inc., spanning recruiting operations, delivery, business development, and back-office functions● Establish an AI governance framework and Responsible AI policy aligned to the NIST AI Risk Management Framework, including model inventory, risk tiering, bias and adverse-impact testing, drift monitoring, and human-in-the-loop review● Own data strategy and governance for candidate, credential, and performance data, including consent and retention● Serve as the company’s AI spokesperson with federal and healthcare customers, and educate the executive team and board on AI opportunity and riskAI Matching & Platform Architecture● Architect and personally prototype an AI-assisted matching engine that evaluates how candidates perform in practice (projects, references, and performance history), not just keyword-matched résumés. Use consented data sources and regular adverse-impact testing, then lead the build-out as the engineering team scales● Lead build-versus-license decisions for the underlying engine, evaluating platform integrations and API/MCP options against ground-up development within compressed early timelines● Own the architecture decisions required to scale the platform from an internal operating tool to an external-facing marketplaceCompliance-Native Product● Embed credential and clearance verification as a core platform capability rather than a back-office workflow● Define the audit-trail data model required for federal contracting officers and hospital compliance teams to accept platform-sourced matches with confidence● Ensure AI screening decisions are explainable, auditable, and compliant with Title VII, the ADA, the ADEA, applicable state and local AI-in-hiring laws (e.g., California Civil Rights Council regulations, NYC Local Law 144, Colorado AI Act), and federal customer AI requirementsProduct Roadmap● Define and defend MVP scope across the talent experience (profile creation, credential intake, and peer and reference vouching) and the buyer experience (requisition posting, compliance intake, and match review)● Prioritize the staged evolution from internal tool to proprietary talent-matching graph, with the potential to become an external product or marketplace● Translate evolving federal and healthcare account requirements into a focused, actionable technical roadmapSecurity & Risk● Design the platform from day one to meet the data-security expectations of a cleared government contractor (including HIPAA, NIST SP 800-171 / CMMC, and SOC 2, with FedRAMP where required), recognizing that protecting clearance-related and healthcare data is mission-critical● Implement AI-specific security controls, including protection against prompt injection and data leakage, PII safeguards, and appropriate data-handling terms with LLM and AI vendors● Partner with HR and compliance leaders to embed worker-classification logic, including W-2 and independent contractor distinctions, directly into the platformTeam & Execution● Build and lead the initial engineering and product organization, starting with a core team and scaling it as the platform grows● Operate effectively in a resource-constrained, pre-product-market-fit environment focused on disciplined 0-to-1 executionWhat Success Looks LikeIn the first 30 days: You will have delivered an AI strategy and 90-day plan to the CEO, confirmed ownership of the compliance-workflow build, completed the build-versus-license decision for the matching engine, and begun hiring the core team, while actively driving MVP scope decisions.In the first 90 days: A working matching-engine prototype will be in place, the core team will be hired or contracted, the MVP will be in active build, and an AI governance and Responsible AI policy will be approved.In the first 6 months: The MVP will be in internal QA, credential and clearance verification will be functioning as an integrated platform feature, and the first external, non-legacy talent profiles will have been processed successfully.In the first year: The platform will have launched publicly across federal IT and healthcare IT verticals, and you will be leading the technical strategy for its next stage of growth, including a deeper talent-matching graph and broader external product or marketplace opportunities. The platform will also be delivering measurable gains in fill rate and time-to-submit, with no material compliance findings.What We’re Looking ForRequired● Proven leadership of AI/ML product or engineering teams, preferably with direct ownership of matching, recommendation, or screening systems at scale● 10+ years of experience in AI/ML or software engineering, including 5+ years in senior technology leadership● Experience shipping GenAI/LLM systems in production (e.g., RAG, evaluation, MLOps/LLMOps), and willingness to build hands-on during the first 6–12 months● Demonstrated success building 0-to-1 products from concept through execution, beyond optimizing existing platforms● High comfort operating in ambiguity and shaping scope in a formative business environment● Strong product judgment paired with technical depth, with the ability to set roadmap direction while making sound architecture decisions● Experience establishing AI governance, Responsible AI, or model-risk programs, and communicating AI strategy to executives, boards, and customers● Bachelor’s degree in Computer Science, Engineering, Mathematics, Statistics, or a related technical field, or equivalent practical experienceStrongly Preferred● Experience building software in regulated or compliance-intensive environments, such as government contracting, healthcare, or financial services, with exposure to audit trails, credential or licensure verification, or clearance-adjacent data handling● Familiarity with the AI recruiting and HR-technology landscape, including ATS platforms, AI screening tools, and marketplace recruiting models● Experience recruiting, hiring, and establishing a technical team from the ground up● Master’s or PhD in Machine Learning, AI, Data Science, or Computer Science; an MBA is a plusNice to Have● Experience with, or familiarity with, companies operating in the AI talent-marketplace space● Active Secret or Top Secret clearance, or clear eligibility to obtain one, with demonstrated capability to operate within federal contractor security and sensitive data-handling requirements (U.S. citizenship is required for security-clearance eligibility)● Certifications in AI governance (e.g., IAPP AIGP, ISO/IEC 42001), cloud/ML (AWS, Azure, or Google Cloud architect or ML certifications), or security/privacy (e.g., CISSP, CIPP/US)Why Join NowThis product is built on the foundation of an established, profitable government staffing business, rather than a venture-backed concept starting from zero. The compliance infrastructure, candidate base, and buyer relationships are already in place; the opportunity is to convert those assets into a differentiated AI product. This role offers rare startup-level ownership supported by a proven operating business.CompensationBase salary: $250,000–$300,000 annually, plus a performance bonus and stock units.Equal Opportunity EmployerTryfacta, Inc. is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy), sexual orientation, gender identity or expression, national origin, ancestry, age, physical or mental disability, medical condition, genetic information, marital status, military or veteran status, or any other characteristic protected by federal, state, or local law. Applicants who need a reasonable accommodation at any stage of the hiring process, including any AI-assisted screening, may contact Human Resources.