Director of AI Enablement

iHeartMediaSan Antonio, TX
Onsite

About The Position

The Director of AI Enablement is responsible for defining and executing the company's AI product vision across its portfolio of SaaS and on-premise software solutions. This leader identifies opportunities to leverage Generative AI, Agentic AI, Model Context Protocol (MCP), Large Language Models (LLMs), and emerging AI technologies to create differentiated customer value and accelerate business growth. Working across Product Management, Engineering, Customer Success, Sales, and Executive Leadership, this role develops AI strategy, prioritizes investments, and drives adoption of AI capabilities that improve customer workflows, automate operations, and unlock new revenue opportunities. This position is both strategic and highly technical, requiring a deep understanding of modern AI architectures, enterprise software, APIs, orchestration frameworks, and product management.

Requirements

  • 8+ years in Product Management, Product Strategy, or Technical Product Leadership. The emphasis that this is a practical, product focused position cannot be understated.
  • Experience delivering enterprise software products.
  • Strong understanding of modern AI technologies including: Large Language Models (LLMs), Retrieval-Augmented Generation (RAG), Agentic AI, Prompt engineering, Vector databases, AI orchestration frameworks
  • Experience with Model Context Protocol (MCP).
  • Experience with AI platforms such as OpenAI, Anthropic, Google Gemini, Azure AI, or AWS Bedrock.
  • Experience working with APIs, SDKs, cloud platforms, and integration technologies.
  • Strong understanding of software architecture and modern development practices.
  • Excellent executive communication and strategic planning skills.
  • Demonstrated ability to influence cross-functional teams without direct authority.

Nice To Haves

  • Familiarity with LangChain, Semantic Kernel, AutoGen, CrewAI, or similar orchestration frameworks.
  • Experience with enterprise integration technologies and workflow automation.
  • Experience building platform capabilities used across multiple products.
  • MBA or advanced technical degree is a plus.

Responsibilities

  • Develop and own the company's AI product roadmap.
  • Identify opportunities to embed AI across existing products and new offerings.
  • Evaluate emerging AI technologies and recommend strategic investments.
  • Define AI product principles, governance, and long-term platform direction.
  • Create business cases for AI initiatives, including ROI, pricing, and commercialization strategies.
  • Define strategy for agent-based workflows and autonomous business processes.
  • Identify use cases where AI agents can automate customer and internal workflows.
  • Establish standards for agent orchestration, memory, planning, and tool usage.
  • Evaluate commercial and open-source agent frameworks.
  • Define the company's approach to AI interoperability using standards such as Model Context Protocol (MCP).
  • Identify opportunities for AI integrations with customers' enterprise systems.
  • Partner with engineering to build reusable AI connectors and integration frameworks.
  • Establish strategies for exposing company products as AI-capable services and tools.
  • Partner with Product Managers to prioritize AI capabilities across the portfolio.
  • Translate customer problems into AI-enabled product features.
  • Balance innovation with practical customer value and product reliability.
  • Develop multi-year AI product roadmaps aligned with corporate strategy.
  • Work closely with Engineering to define technical direction and architecture.
  • Partner with Sales and Marketing on AI positioning and go-to-market strategy.
  • Support Customer Success in identifying AI adoption opportunities.
  • Present AI strategy and roadmap to executive leadership and customers.

Benefits

  • Employer sponsored medical, dental and vision with a variety of coverage options
  • Company provided and supplemental life insurance
  • Paid vacation and sick time
  • Paid company holidays
  • A Spirit day to encourage and allow our employees to more easily volunteer in their community
  • A 401K plan
  • Employee Assistance Program (EAP) at no cost – services include telephonic counseling sessions, consultation on legal and financial matters, emotional well-being, family and caregiving
  • A range of additional voluntary programs, such as spending accounts, student loan refinancing, accident insurance and more!
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