Director of Engineering

About the Team 

On the Technology team, you'll turn big ideas into products that are functional, easy to use, and best in class. Our engineers are some of the best and brightest in the business, and we work in a collaborative environment that challenges each of us to raise our own bar. 

This organization builds the products and platforms behind LendingTree's consumer experience — the marketplace journeys consumers move through, the logged-in account experience they return to, the recommendation and personalization capabilities that guide them, and the integrations that connect LendingTree to the lenders, servicers, and data partners powering it all. 

About the Role 

LendingTree is hiring a Director of Engineering to lead a multi-team engineering organization responsible for our consumer-facing products and the platforms behind them. You'll own the engineering strategy, guide architecture and delivery across your portfolio, and you'll be accountable for the technical health, velocity, and reliability of everything your teams ship. 

This is a broad, highly cross-functional leadership role. You'll partner with Product, Design, Data Science, and Business stakeholders to shape the roadmap, and you'll be a senior voice on how we build — architecture, engineering standards, platform investment, and talent. Your portfolio will include ownership of the logged-in customer experience, our second- and third-party partner integrations, and the recommendation and personalization capabilities that shape what consumers see. Scope will flex over time with business priorities, so we're looking for a leader who can operate well across product areas rather than in a single lane. 

AI is a core part of this role on both sides of the equation: what we build and how we build it. You'll drive AI into the platforms and customer experiences your teams own — personalization, recommendations, assisted and conversational journeys — and you'll be one of the leaders shaping how our engineers work with AI day to day. Both come with accountability for adoption, quality, and measurable results. 

You'll lead through engineering managers and senior engineers, set technical direction, and stay close enough to the details to make good calls under ambiguity. 

What You'll Do 

Engineering Leadership & Delivery 

• Lead a multi-team engineering organization; own the roadmap, guide architecture, and delivery across your portfolio of consumer-facing products and platforms. 

• Set technical direction and engineering standards — architecture, code quality, testing, observability, and operational excellence — and raise the bar on craft and velocity. 

• Balance feature delivery against platform, tech debt, and reliability investment; make and defend those trade-offs with executive stakeholders. 

• Define and track the technical and experience metrics (uptime, latency, integration health, conversion, NPS/CSAT) that measure success for your portfolio. 

AI in Our Products & Platforms 

• Own the engineering strategy for embedding AI into the customer experiences your teams build — personalization, recommendations, assisted and conversational journeys, and intelligent automation across the consumer lifecycle. 

• Build the platform capabilities that make AI features viable at scale: model and LLM integration, retrieval and context pipelines, evaluation harnesses, guardrails, observability, and cost controls. 

• Partner with Product and Data Science to move AI capabilities from experiment to production — defining success metrics, evaluation criteria, and the path to full rollout. 

• Apply AI to make our partner integrations and internal platforms smarter — document and data extraction, decisioning support, and operational automation. 

• Own the responsible-AI posture for what your teams ship: accuracy, explainability, bias, consumer disclosure, and data handling, working with Compliance and Legal. 

Product & Customer Experience 

• Own the logged-in customer experience: the account dashboard, offer and product management, and the ongoing engagement that keeps consumers coming back. 

• Drive the strategy and execution behind integrations with second- and third-party partners (lenders, servicers, data providers), ensuring they're secure, resilient, and easy to extend as the partner network grows. 

• Own the product recommendation experience end to end — how offers and next-best actions are surfaced, tested, and refined so each consumer sees the right thing at the right moment. 

• Partner with Product, Design, and Analytics to translate consumer insight into a roadmap that improves conversion, engagement, retention, and satisfaction across the full customer journey. 

People & Partnership 

• Hire, coach, and develop engineering managers and senior engineers; own performance management, career growth, and org design across your teams. 

• Represent engineering in cross-functional planning, budgeting, and prioritization, and communicate progress and risk clearly to senior leadership. 

• Partner with Security, Compliance, and Legal to ensure systems and consumer data handling meet regulatory requirements in financial services. 

What You'll Need 

• 10+ years of software engineering experience, including 5+ years in engineering leadership managing managers or multiple teams. 

• Proven experience owning consumer-facing product areas end to end, with accountability for both delivery and technical health. 

• Strong architectural judgment across distributed systems, APIs, and modern cloud environments — able to go deep with senior engineers and set direction. 

• Hands-on experience architecting and scaling integrations with external/third-party systems — APIs, partner platforms, or data feeds. 

• Experience partnering with Product, Design, and Data Science on personalization, recommendations, or other data-driven consumer features. 

• Experience shipping AI or ML-powered capabilities into a production, customer-facing product — including the platform work behind them (integration, evaluation, guardrails, monitoring). 

• Hands-on experience driving AI adoption inside an engineering organization — AI-assisted development tooling and agentic workflows — with a clear, evidence-based point of view on how AI changes engineering practice. 

• A track record of building and leading high-performing engineering teams, including hiring, coaching, and performance management. 

• Strong communication skills; comfortable representing engineering to executives and non-technical stakeholders. 

• Comfort operating with ambiguity and shifting priorities in a fast-moving business. 

Preferred Qualifications 

• Experience in fintech, lending, insurance, or a two-sided marketplace product. 

• Experience leading both product engineering and platform/infrastructure teams. 

• Hands-on familiarity with modern AI development tooling and agentic coding workflows, and with LLM application patterns (RAG, evaluation, prompt and context engineering). 

• Experience defining governance, security, or quality standards for AI use in a regulated environment. 

• Familiarity with microservices, event-driven architecture, and modern CI/CD practices at scale. 

• Experience operating in a regulated environment (data privacy, PCI, GLBA, or similar). 

• Experience scaling an engineering organization through growth or re-org. 

What We Offer 

The base pay range for this position is $200,000 to $250,000, however, base pay offered may vary depending on internal factors, job-related knowledge, location, and candidate experience. Comprehensive medical, dental, and vision coverage, a 401(k) with company match, flexible/open PTO, paid parental leave, and wellness and professional development benefits. See lendingtree.com/careers/jobs/benefits for the full list. 

ABOUT LENDINGTREE

LendingTree is the nation’s leading online lending marketplace. We connect consumers with multiple lenders so they can easily compare options and find the right fit — from mortgages and personal loans to credit, savings, and insurance products. 

Our founder, Doug Lebda, started LendingTree in 1996 after his own frustrating house-hunting experience. What began as a simple idea to make loan shopping easier has grown into a platform that empowers millions of people to make smarter financial decisions every day.

What else you should know:

• We’re a publicly traded company (NASDAQ: TREE).
• We’ve welcomed several other companies into the LendingTree family to expand our reach and capabilities.
• We’ve built the LendingTree app and My LendingTree dashboard to give consumers tools to manage and monitor their financial health.
• We’re also committed to giving back — through philanthropic programs, volunteer opportunities, and partnerships that strengthen the communities where we live and work.

OUR CULTURE

We’re a collaborative, entrepreneurial team that values curiosity, creativity, and getting things done together. Our teammates are some of the brightest, most driven people you’ll meet — and we celebrate innovation, inclusion, and ownership. At LendingTree, you’ll find an inclusive culture where diverse perspectives make us stronger. We believe in working hard and supporting one another — with the flexibility and trust that help you thrive both personally and professionally.

We’re proud to offer generous benefits, wellness programs, and time-off policies designed to help you recharge, stay healthy, and bring your best self to work every day. And yes — we still have fun doing it (our “GSD – Get Stuff Done” award is a fan favorite!)

Come grow with us, make an impact, and be part of a company that truly cares about its people and its community.

LendingTree is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion (or creed), gender, gender expression, age, national origin, disability, marital status, sexual orientation, or military status.

CCPA Disclosure