Sr. Learning & Development Specialist

Klaviyo•Boston, MA

20h

About The Position

The Senior Learning & Development Specialist will play a critical role in building practical, high-impact skill development for people leaders and employees across Klaviyo. This role is a great opportunity for a hands-on learning professional who loves building, facilitating, and iterating—someone who can turn data, feedback, and organizational signals into learning that drives real behavior change. This role sits on the Talent & Learning team and works closely with partners across People Analytics, HRBPs, and the AI Transformation team. The Senior L&D Specialist will have a direct impact on strengthening people leader capability, career development, and AI upskilling across the company while helping reinforce Klaviyo’s culture of continuous learning. How You Will Make a Difference A successful Senior Learning & Development Specialist at Klaviyo is a builder, facilitator, and problem-solver who is energized by translating insights into action. You are comfortable owning work end-to-end and thrive in a small, high-impact team. In this role, you will: Gather and synthesize data, feedback, and organizational signals to identify learning needs and skill gaps for people leaders and employees Partner with People Analytics and HRBPs to interpret trends and insights and translate them into clear learning priorities and skill focus areas Design, build, and facilitate experiential, skill-based learning experiences that emphasize practice, reflection, and real-world application Own learning experiences end-to-end, from discovery and design through delivery, reinforcement, and iteration Develop and deliver learning focused on people leader effectiveness, career development skills, and employee growth Support AI upskilling efforts across the company in partnership with the AI Transformation team, enabling hands-on AI practice and fluency Apply AI tools and platforms to learning design, personalization, and reinforcement—continuously experimenting with new approaches to improve effectiveness Measure the effectiveness and impact of learning experiences using both qualitative and quantitative data, and use those insights to continuously improve outcomes Contribute to the development and execution of Klaviyo’s coaching strategy for leaders and employees Build strategies that embed learning into everyday work, ensuring skill development is practical, continuous, and reinforced Transform workflows by putting AI at the center, building smarter systems and ways of working from the ground up. Who You Are You have 5+ years of experience designing, building, and delivering learning and development programs, ideally in a fast-paced or scaling environment You have experience translating data, feedback, and business needs into concrete, skill-based learning solutions You are curious and analytical, with the ability to evaluate learning effectiveness and apply insights to improve future experiences You are highly hands-on and enjoy owning work from concept through execution, reinforcement, and iteration You are a strong facilitator who is comfortable leading interactive, experiential learning opportunities—not traditional lecture-style workshops You are energized by experimentation and continuous improvement and are comfortable navigating fast-changing, ambiguous, and uncharted environments You use AI as a critical part of your work and are excited by how AI is transforming learning and development, staying at the edge of new tools, technologies, and approaches You are organized, proactive, and able to manage multiple priorities in a small, high-impact team environment You’re a strong collaborator, working well with partners and stakeholders and bringing a team-first mindset to your work You have strong verbal and written communication skills and can influence through well-designed experiences rather than authority You’re excited to be a culture carrier, modeling Klaviyo’s values and reinforcing them through how you design, deliver, and show up in your work You’ve already experimented with AI in work or personal projects, and you’re excited to dive in and learn fast. You’re hungry to responsibly explore new AI tools and workflows, finding ways to make your work smarter and more efficient. We use Covey as part of our hiring and / or promotional process. For jobs or candidates in NYC, certain features may qualify it as an AEDT. As part of the evaluation process we provide Covey with job requirements and candidate submitted applications. We began using Covey Scout for Inbound on April 3, 2025. Please see the independent bias audit report covering our use of Covey here

Requirements

You have 5+ years of experience designing, building, and delivering learning and development programs, ideally in a fast-paced or scaling environment
You have experience translating data, feedback, and business needs into concrete, skill-based learning solutions
You are curious and analytical, with the ability to evaluate learning effectiveness and apply insights to improve future experiences
You are highly hands-on and enjoy owning work from concept through execution, reinforcement, and iteration
You are a strong facilitator who is comfortable leading interactive, experiential learning opportunities—not traditional lecture-style workshops
You are energized by experimentation and continuous improvement and are comfortable navigating fast-changing, ambiguous, and uncharted environments
You use AI as a critical part of your work and are excited by how AI is transforming learning and development, staying at the edge of new tools, technologies, and approaches
You are organized, proactive, and able to manage multiple priorities in a small, high-impact team environment
You’re a strong collaborator, working well with partners and stakeholders and bringing a team-first mindset to your work
You have strong verbal and written communication skills and can influence through well-designed experiences rather than authority
You’re excited to be a culture carrier, modeling Klaviyo’s values and reinforcing them through how you design, deliver, and show up in your work
You’ve already experimented with AI in work or personal projects, and you’re excited to dive in and learn fast.
You’re hungry to responsibly explore new AI tools and workflows, finding ways to make your work smarter and more efficient.

Responsibilities

Gather and synthesize data, feedback, and organizational signals to identify learning needs and skill gaps for people leaders and employees
Partner with People Analytics and HRBPs to interpret trends and insights and translate them into clear learning priorities and skill focus areas
Design, build, and facilitate experiential, skill-based learning experiences that emphasize practice, reflection, and real-world application
Own learning experiences end-to-end, from discovery and design through delivery, reinforcement, and iteration
Develop and deliver learning focused on people leader effectiveness, career development skills, and employee growth
Support AI upskilling efforts across the company in partnership with the AI Transformation team, enabling hands-on AI practice and fluency
Apply AI tools and platforms to learning design, personalization, and reinforcement—continuously experimenting with new approaches to improve effectiveness
Measure the effectiveness and impact of learning experiences using both qualitative and quantitative data, and use those insights to continuously improve outcomes
Contribute to the development and execution of Klaviyo’s coaching strategy for leaders and employees
Build strategies that embed learning into everyday work, ensuring skill development is practical, continuous, and reinforced
Transform workflows by putting AI at the center, building smarter systems and ways of working from the ground up