iHeartMedia

Director of AI Enablement

iHeartMedia$150K — $180K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in Product Management or Technical Product Leadership, with a strong focus on practical product development.
  • Experience in delivering enterprise software products with a deep understanding of modern AI technologies.
  • Proficiency in Large Language Models (LLMs), Retrieval-Augmented Generation (RAG), and Agentic AI.
  • Familiarity with Model Context Protocol (MCP) and various AI platforms such as OpenAI or Azure AI.
  • Strong executive communication skills and experience influencing cross-functional teams.

Responsibilities

  • Develop and manage the company’s AI product roadmap and strategy.
  • Identify and prioritize embedding AI capabilities in existing products and new offerings.
  • Evaluate and recommend strategic investments in emerging AI technologies.
  • Define standards for agent-based workflows and automation of business processes.
  • Collaborate with Engineering to establish reusable AI integration frameworks and services.

Benefits

  • Flexible employer-sponsored medical, dental, and vision coverage options.
  • Company provided and supplemental life insurance.
  • Paid vacation and sick time alongside company holidays.
  • 401K retirement plan options available.
  • Employee Assistance Program (EAP) for support services including counseling and consultation.
Full Job Description
What We Need: 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.

What You'll Do:

AI Product Strategy
  • Develop and own the company's AI product roadmap.
  • Identify opportunities to embed AI across existing products and new offerings.
  • Evaluate emerging AI t
  • echnologies 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.
  • Agentic AI & Automation
  • 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.
  • AI Integrations & MCP Strategy
  • 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.
  • Product Leadership
  • 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.
  • Cross-Functional Leadership
  • 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.

What You'll Need:

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.

Preferred
  • 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.

What You'll Bring:

  • Respect for others and a strong belief that others should do this in return

  • Demonstrated initiative and achievement-oriented leadership

  • Ability to manage several projects at a time

  • Growth mindset and desire for continued knowledge sharing and learning

  • Understanding of impact of your own decisions and decisions of your team

  • Strong business insights that contribute to resolving complex problems

  • Catalyst for new and innovative ideas

  • Ability to identify and support new opportunities for continued improvement across business

  • Ability to interact with individuals of all levels and maintain professional relationships

  • Strong relationships with other leaders with the ability to manage external business partners where appropriate

Location:

Austin, TX: 5001 Plaza On the Lake, Suite 105, 78746

Position Type:

Regular

Time Type:

Full time

Pay Type:

Salaried

Benefits:

iHeartMedia’s benefits offering is flexible and offers a variety of choices to meet the diverse needs of our changing workforce, including the following:

  • 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!

We are accepting applications for this role on an ongoing basis.

About iHeartMedia

iHeartMedia, Inc., formerly CC Media Holdings, Inc., is an American mass media corporation headquartered in San Antonio, Texas. It is the holding company of iHeartCommunications, Inc., a company founded by Lowry Mays and B. J. "Red" McCombs in 1972, and later taken private by Bain Capital and Thomas H. Lee Partners through a leveraged buyout in 2008. As a result of this buyout, Clear Channel Communications, Inc., began to operate as a wholly owned subsidiary of CC Media Holdings, Inc. On September 16, 2014, CC Media Holdings, Inc. was rebranded iHeartMedia, Inc., and Clear Channel Communications, Inc., became iHeartCommunications, Inc.
Learn more about iHeartMedia
Size
4,600 employees
Market Cap
$912.4 million
Industry
Net Income
-$1.9 billion
Founded
1972
5 Year Trend
-10.7%
Revenue
$2.9 billion
NASDAQ

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