Director of AI Strategy
Director of AI Strategy
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Job Description
*Candidates must be located in Charlotte NC or willing to relocate. The position requires in-person attendance at least 3 days a week (ideally Tuesday-Thursday) in our Charlotte NC office*
About LendingTree:
LendingTree (NASDAQ: TREE) is the nations leading digital marketplace where consumers can find and compare a wide variety of productsfrom home loans to insurance personal loans credit cards and more. Our mission is to empower consumers to take control of their financial lives by providing the information and tools they need to make informed decisions. We are a fast-paced innovation-driven company that is committed to leveraging the latest technologies including AI to create a seamless and personalized consumer experience.
The Opportunity
LendingTree is seeking a strategic leader to drive our enterprise AI vision. Reporting to the Head of Strategy youll partner across product technology operations and executive leadership to identify prioritize and accelerate the most impactful AI initiatives that transform how we operate and how we serve customers. Youll shape our long-term roadmap embed AI into core business functions and ensure our investments deliver measurable results. This role requires a strong balance of technical expertise leadership and product-oriented execution.
This is a high-impact high-visibility individual contributor roleideal for a systems-thinker who thrives on influence without authority. Youll act as the connective tissue across multiple organizations to build consensus across diverse stakeholders and drive execution through collaboration not command. Success hinges on your ability to connect strategy with delivery embed AI in core operations and transform LendingTree into a truly AI-first company.
What Success Looks Like in this Role:
- AI becomes a business accelerantnot just a technical capability.
You champion the use of AI as a strategic lever to drive growth efficiency and customer value across all business units. You stay abreast of the latest AI trends and technologies fostering a culture of continuous innovation.
- AI investments deliver measurable outcomes.
You define success metrics track impact and clearly communicate the ROI of AI initiatives to leadership and the board.
- LendingTree shifts toward AI-first ways of working.
You embed AI adoption into the companys DNAthrough playbooks training cultural shifts and visible wins that build confidence and momentum.
- AI opportunities are continuously surfaced prioritized and executed with discipline.
You build a robust AI intake pipeline lead initiative evaluation and oversee deliverybalancing agility with program management rigor.
- AI capabilities are optimized for performance token efficiency and responsible deployment.
You consult on architecture and model selection applying a deep understanding of tokenomics latency tradeoffs and guardrail design to ensure our AI solutions are cost-effective scalable and aligned with business goals.
- AI execution is safe scalable and aligned with our values.
You proactively navigate risk governance and ethical considerations in close partnership with Legal Compliance and InfoSec.
- LendingTree is recognized externally as a responsible and innovative AI leader.
You collaborate with Government Relations to shape responsible AI policy and represent LendingTree in external forums amplifying our voice in industry conversations and regulatory dialogues.
Required Qualifications
- 10 years in technology strategy digital transformation or innovation leadership with 3 years focused on AI strategy or implementation
- Bachelors degree in Computer Science Engineering AI or a related field.
- High EQ and collaborative leadership style: you know how to work with scientists engineers and execs without friction.
- Strong technical understanding of AI technologies (e.g. NLP LLMs ML platforms) token economics and implementation tradeoffs
- Proven success driving change across cross-functional teams
- Executive presence; experienced in communicating technical concepts to C-level audiences
- Experience applying AI in financial services fintech or a similarly regulated data-rich environment
Preferred Qualifications
- 7 years of experience in AI machine learning or data science with a proven track record of leading AI initiatives.
- Advanced degree (MBA MS in AI/ML or similar)
- Familiarity with AI governance frameworks in regulated industries
- Experience with portfolio planning ROI modeling or initiative triage
- Hands-on experience with LLMs (OpenAI Bedrock Llama) vector databases (Pinecone Weviate) and Agentic Frameworks preferable
- Formal training in change management or product development methodologies
THE COMPANY
LendingTree is the nations largest online lending marketplace. That means we connect customers with multiple lenders so they find the best deals on loans credit cards savings accounts and insurance. Our goal is to help people save money and we believe the best way to do that is by giving them a way to shop for loans and compare lenders so they make their best financial choices.
Our CEO Doug Lebda founded the company in 1996 after a frustrating house-hunting experience. In those days we mostly helped people find good mortgage deals. Now we help consumers find their best in personal loans auto loans business loans student loans credit cards savings accounts home equity loans and more.
What else you should know
- Were a publicly-traded company(TREE).
- Weve welcomed several other companies into the LendingTree family to augment our efforts at helping borrowers make their most sensible financial choices.
- Weve built the LendingTree app and My LendingTree dashboard to give consumers tools to manage and monitor their financial health.
CULTURE
Were a fast-paced company with an entrepreneurial bend. We work hard and test our products often. Were collaborative ambitious candid and high-energy. Our teammates are some of the brightest most talented people youll ever work with. We care more about your smarts than we do about the kinds of clothes you wear(butpleasedowear clothes to work!) and were pretty good about rewarding innovation creativity and the knack for just getting stuff done(weeven have an award for employees called the GSDGetStuff Done).
Come work with us!
CCPA Disclosure
Required Experience:
Director
Employment Type
Full Time
