Sr. Lead Engineer - Customer Agent

Posted Yesterday
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Boston, MA, USA
Hybrid
216K-324K Annually
Senior level
Consumer Web • eCommerce • Marketing Tech • Retail • Software • Analytics • Generative AI
Best place for ambitious people to learn and grow.
The Role
Lead architecture, design, and implementation of a scalable conversational AI platform (Customer Agent). Drive technical strategy for LLM-powered agentic systems, retrieval, orchestration, memory, evaluation, and reliability. Ship AI product features, establish observability/testing/operational best practices, lead cross-functional initiatives, mentor engineers, and evaluate emerging AI technologies to deliver reliable customer-facing experiences.
Summary Generated by Built In

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.

Senior Lead Engineer, Customer Agent

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.

How You Will Make a Difference
  • 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.
Who You Are
  • 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.
Bonus Points
  • 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

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Massachusetts Applicants:
It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Our salary range reflects the cost of labor across various U.S. geographic markets. The range displayed below reflects the minimum and maximum target salaries for the position across all our US locations. The base salary offered for this position is determined by several factors, including the applicant’s job-related skills, relevant experience, education or training, and work location.

In addition to base salary, our total compensation package may include participation in the company’s annual cash bonus plan, variable compensation (OTE) for sales and customer success roles, equity, sign-on payments, and a comprehensive range of health, welfare, and wellbeing benefits based on eligibility. 

Your recruiter can provide more details about the specific salary/OTE range for your preferred location during the hiring process.

Base Pay Range For US Locations:
$216,000$324,000 USD

This role may require up to 10% travel for purposes such as new hire onboarding, client or partner work if applicable, team meetings, and industry events. Travel is coordinated in advance.

Get to Know Klaviyo

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).
 

Skills Required

  • 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 (scale, latency, reliability, operational tradeoffs).
  • Demonstrated expertise with modern AI architectures: LLM 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 ability to connect technical decisions to customer and business outcomes.
  • Comfortable operating in ambiguous, fast-moving environments and defining direction with incomplete requirements.
  • 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.
  • 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.
  • Entrepreneurial experience (founder or ran own business).

What the Team is Saying

Amit
Eva
Tai
Mads
Uche
Ben
Risa
Kit
Angela
Laksh
Laksh
Devin
Anthoney Kelley
Carmel
Carmel
Andrew Bialecki
Mohamed Ali

Klaviyo Compensation & Benefits Highlights

How does Klaviyo ensure its pay and bonus plans are competitive?

Klaviyo supports competitive pay through a total rewards approach that combines salary, equity, bonus opportunities, benefits, learning support and a performance culture tied to measurable impact. 

  • Competitive total rewards: Klaviyo’s benefits overview highlights competitive salaries, 401(k) match, employee referral bonuses, equity, an employee stock purchase plan, flexible paid time off, commuter/transit support, fitness reimbursements, mental and emotional wellbeing programming and learning support. External reviews reinforce the value of the package, with employees citing competitive pay, bonuses, RSUs, ESPP, health insurance, parental leave, unlimited PTO and learning stipends as meaningful parts of the employee experience.
  • Pay connected to impact and outcomes: Klaviyo’s handbook frames performance around ownership, clarity and measurable results. The value “Know the score” states that results matter more than effort alone, while “Drivers wanted” emphasizes proactive ownership and “Be meticulous in your craft” reinforces a high bar for work quality. That creates a compensation and recognition philosophy where strong outcomes, not just activity, are central to advancement and rewards.
  • Equity and long-term value: Equity is a visible part of Klaviyo’s rewards story. Klaviyo offers equity packages to all full-time employees, vesting over four years, and provides an employee stock purchase plan. That ownership opportunity sits within a growing business: in Q1 2026, Klaviyo reported $358 million in revenue, up 28% year over year, and raised full-year 2026 revenue guidance to $1.514 billion to $1.522 billion. Those business results give employees a clear connection between company performance, long-term growth and the value of ownership-based compensation.
  • Rewards supported by growth and development benefits: Klaviyo’s compensation package is paired with benefits that help employees grow their careers and build long-term value. K-Pro Learn, learning stipends, mentorship, Career Architecture and manager development programs support continued skill-building. A customer success manager noted that Klaviyo offers a learning stipend for job-related coaching or training, while employee survey insights show 78% of respondents feel they are gaining the skills and experience to grow their careers.
  • External signals:
    • Compensation Sentiment: External reviews frequently praise Klaviyo’s competitive salary, bonuses, equity, RSUs, ESPP, 401(k) match, learning stipend and generous benefits. (Glassdoor; Comparably)
    • Rewards Ratings: Comparably rates Klaviyo’s compensation an A and perks and benefits an A. (Comparably)
    • Employee Value Signals: Reviews highlight PTO, health insurance, parental leave, office amenities, learning support and work-life balance as part of the overall rewards package. (Glassdoor; Comparably)

Bottom line: Klaviyo keeps compensation competitive by combining salary, bonus opportunities, equity, ESPP, retirement support, benefits and learning resources with a culture that rewards ownership, measurable outcomes and long-term impact.

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The Company
Boston, MA
2,400 Employees
Year Founded: 2012

What We Do

Klaviyo (NYSE: KVYO) is the B2C CRM. Powered by its built-in data platform and AI, Klaviyo combines marketing automation, analytics, and customer service into one unified solution, making it easy for businesses to know their customers and grow faster. Klaviyo (CLAY-vee-oh) helps over 183,000 brands like Mattel, Glossier, Daily Harvest, and Liquid Death deliver 1:1 experiences at scale, improve efficiency, and drive revenue.

Why Work With Us

We refer to our employees as ‘Klaviyos’, and we make up a diverse community united around shared values: We’re curious, collaborative, driven, innovative, fun, and fully ourselves at work. No matter which team you join, your work won’t just impact Klaviyo. It’ll help empower our customers and enable creators across the globe to own their destinies.

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Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Typical time on-site: 3 days a week
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