Head of AI Strategy & Delivery

Powering Performance Marketplaces in Digital Media

QuinStreet is a pioneer in powering decentralized online marketplaces that match searchers and “research and compare” consumers with brands. We run these virtual- and private-label marketplaces in one of the nation’s largest media networks.

Our industry leading segmentation and AI-driven matching technologies help consumers find better solutions and brands faster. They allow brands to target and reach in-market customer prospects with pinpoint segment-by-segment accuracy, and to pay only for performance results.

Our campaign-results-driven matching decision engines and optimization algorithms are built from over 20 years and billions of dollars of online media experience.

We believe in:

• The direct measurability of digital media.
• Performance marketing. (We pioneered it.)
• The advantages of technology.

We bring all this together to deliver truly great results for consumers and brands in the world’s biggest channel.

 

Job Category

We’re looking for a highly technical and visionary Head of AI Strategy & Delivery to define, lead, and scale our company-wide AI efforts. In this role, you’ll shape the long-term AI roadmap, build production-ready AI systems, and drive real business impact across multiple products and teams. This is a hands-on leadership role for someone who can combine strategy, architecture, and execution.

 

Responsibilities

AI Strategy & Impact

• Own the company-wide AI strategy and roadmap, aligned with business goals and product priorities.
• Identify and prioritize high-value AI/GenAI use cases across the organization.
• Define clear success metrics and track measurable impact.
• Evangelize AI internally—helping teams understand where AI creates value and where it doesn’t.

Technical Leadership

• Lead architecture and delivery of production-grade AI systems across a multi-application, multi-tech-stack environment.
• Design end-to-end AI solutions: data pipelines, feature engineering, model development, guardrails, evaluation, deployment, monitoring, and continuous improvement.
• Establish best practices for GenAI safety including privacy, PII handling, prompt integrity, hallucination control, and regulatory compliance.
• Collaborate with Data, Product, Engineering, and Business leaders to translate ideas into scoped, measurable projects.

AI Delivery & Operations

• Oversee AI/ML Ops including CI/CD for models, versioning, experimentation, A/B testing, observability, and incident response.
• Drive “AI in the workflow” initiatives to improve employee productivity—not just prototypes.
• Build and maintain frameworks for AI performance monitoring, model governance, and lifecycle management.

Hands-On Execution

• Prototype rapidly, review architecture and code, and build proof-of-concepts to de-risk ideas.
• Lead and mentor technical leads and AI engineers across multiple initiatives.

Vendor & Ecosystem Management

• Evaluate and manage relationships with model providers, cloud partners, vector databases, annotation tools, and GenAI platforms.
• Apply a disciplined build-vs-buy approach to accelerate delivery while maintaining quality.

Requirements

•    6+ years experience in software engineering, applied AI, or platform engineering roles.
•    3+ years leading AI/LLM initiatives or cross-functional teams in a product-focused environment.
•    Hands-on experience integrating and deploying LLM-based systems (RAG, agents, orchestration, prompt engineering).
•    Strong architecture skills across distributed systems, APIs, and cloud platforms.
•    Familiarity with MLOps/LLMOps concepts (monitoring, versioning, evaluation) — not heavy ML research.
•    Ability to rapidly prototype and de-risk ideas with POCs.
•    Excellent communication skills and the ability to influence cross-functional partners.

Nice to Have

• Experience scaling AI initiatives across a multi-product environment.
• Background taking AI capabilities from zero to one and one to many.
• Familiarity with responsible AI, compliance frameworks, or model risk management.

The expected salary range for this position is $200,000 USD to $250,000 USD annually. This salary range is an estimate, and the actual salary may vary based on the Company’s compensation practices. The salary may be adjusted based on applicant's geographic location. The position is also eligible to receive performance