Sr. Lead Engineer - Customer Agent

United States·Bostonsenior

OtherEngineer

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Quick Summary

Overview

At Klaviyo, we value the unique backgrounds, experiences and perspectives each Klaviyo (we call ourselves Klaviyos) brings to our workplace each and every day.

Technical Tools

OtherEngineer

At Klaviyo, we value the unique backgrounds, experiences and perspectives each Klaviyo (we call ourselves Klaviyos) brings to our workplace each and every day. We believe everyone deserves a fair shot at success and appreciate the experiences each person brings beyond the traditional job requirements. If you’re a close but not exact match with the description, we hope you’ll still consider applying. Want to learn more about life at Klaviyo? Visit klaviyo.com/careers to see how we empower creators to own their own destiny.

Are you looking for one of the most impactful AI-native engineering roles in Boston? Join us at Klaviyo and help build Customer Agent, a conversational AI system that enables brands to interact with their customers at a scale they have never achieved before.

Customer Agent is central to Klaviyo’s vision for AI-powered customer engagement. It delivers real-time, contextually aware conversations that help brands support, convert, and retain millions of consumers. We are just beginning to unlock what is possible, and we are looking for a senior technical leader who is eager to define that future.

We are seeking an experienced engineer with deep expertise building and scaling agentic systems and AI-enabled products. You will shape how Customer Agent evolves into a highly extensible, reliable, and intelligent platform. You will drive technical strategy, lead architectural direction, and partner closely with product, design, data science, and engineering leaders to deliver industry-defining AI experiences.

This role is ideal for a hands-on technical leader who thrives in ambiguity, enjoys building from first principles, and wants to influence both product direction and engineering strategy. You will be expected to operate as a force multiplier across teams, leading through technical excellence, execution, and mentorship rather than direct people management.

You will work on some of Klaviyo’s most important AI investments, helping define the next generation of conversational experiences while operating at the intersection of large-scale systems, agentic workflows, personalization, and real-world customer outcomes.

Lead the architecture, design, and implementation of Customer Agent’s core platform and AI capabilities.
Drive technical strategy and long-term system evolution for conversational AI experiences serving millions of users.
Build and ship complex AI-powered product features, balancing speed, quality, reliability, and customer impact.
Partner closely with Product, Design, Data Science, GTM, and Engineering leaders to define product direction and execution plans.
Make critical technical decisions around agent architectures, orchestration frameworks, retrieval systems, memory, tool use, evaluation, and reliability.
Establish engineering best practices around observability, testing, monitoring, experimentation, and operational excellence for AI systems.
Lead large, cross-functional initiatives spanning multiple teams and organizations.
Mentor engineers through technical leadership, design reviews, architecture discussions, and hands-on collaboration.
Evaluate emerging AI technologies and frameworks, identifying opportunities to create meaningful customer value.
Influence engineering standards and contribute to the broader technical direction of Klaviyo’s AI platform.

12+ years of software engineering experience building and operating production systems at scale.
Significant experience designing and shipping customer-facing AI-powered products or agentic systems.
Strong backend engineering and distributed systems fundamentals, with the ability to reason about scale, latency, reliability, and operational tradeoffs.
Demonstrated expertise with modern AI architectures, including LLM-powered applications, retrieval systems, agent workflows, orchestration, evaluation frameworks, and guardrails.
Proven ability to lead complex, multi-quarter technical initiatives involving multiple teams and stakeholders.
Strong product instincts and the ability to connect technical decisions to customer and business outcomes.
Comfortable operating in ambiguous, fast-moving environments and defining direction when requirements are incomplete.
Excellent communication and collaboration skills across engineering, product, design, and executive audiences.
Hands-on builder who enjoys working directly in code and tackling difficult technical problems.
Track record of influencing engineering organizations through technical leadership, mentorship, and execution excellence.

Nice to Have

~1 min read

Experience building conversational AI, customer support automation, or agentic workflow platforms.
Experience with production evaluation systems, AI observability, human-in-the-loop workflows, and reliability engineering for LLM-powered products.
Experience building 0→1 products or working in startup environments.
We love recovering entrepreneurs. If you’ve ever run your own thing, you’ll have company on our team.

Boston, MA – In-Office Role

What We Offer

~2 min read

We’re Klaviyo (pronounced clay-vee-oh). We empower creators to own their destiny by making first-party data accessible and actionable like never before. We see limitless potential for the technology we’re developing to nurture personalized experiences in ecommerce and beyond. To reach our goals, we need our own crew of remarkable creators—ambitious and collaborative teammates who stay focused on our north star: delighting our customers. If you’re ready to do the best work of your career, where you’ll be welcomed as your whole self from day one and supported with generous benefits, we hope you’ll join us.

AI fluency at Klaviyo includes responsible use of AI (including privacy, security, bias awareness, and human-in-the-loop). We provide accommodations as needed.

By participating in Klaviyo’s interview process, you acknowledge that you have read, understood, and will adhere to our Guidelines for using AI in the Klaviyo interview Process. For more information about how we process your personal data, see our Job Applicant Privacy Notice.

Klaviyo is committed to a policy of equal opportunity and non-discrimination. We do not discriminate on the basis of race, ethnicity, citizenship, national origin, color, religion or religious creed, age, sex (including pregnancy), gender identity, sexual orientation, physical or mental disability, veteran or active military status, marital status, criminal record, genetics, retaliation, sexual harassment or any other characteristic protected by applicable law.

IMPORTANT NOTICE: Our company takes the security and privacy of job applicants very seriously. We will never ask for payment, bank details, or personal financial information as part of the application process. All our legitimate job postings can be found on our official career site. Please be cautious of job offers that come from non-company email addresses (@klaviyo.com), instant messaging platforms, or unsolicited calls.

By clicking "Submit Application" you consent to Klaviyo processing your Personal Data in accordance with our Job Applicant Privacy Notice. If you do not wish for Klaviyo to process your Personal Data, please do not submit an application. You can find our Job Applicant Privacy Notice here and here (FR).