Learning Designer, Skills
$75k - $88k USD
We’re looking for a Learning Designer to help our Makers build the human skills they need to thrive in an AI-first future. You'll design learning experiences that actually work and stick—turning concepts like adaptability, motivation, and efficiency, into something people genuinely want to engage with.
This role is critical as Lemonade transforms into the most autonomous organization in the world. While we're AI-first in our operations, the human skills that complement our technology are what set us apart. You'll be at the center of helping our team develop these essential capabilities through innovative, engaging learning experiences.
We believe three things matter for every role at Lemonade: drive to push through challenges, efficiency that keeps standards high while moving fast, and adaptability that lets you pivot with data and AI insights. These aren't buzzwords, they're how we actually work.
Our AI-first approach isn't just a tagline either. We're building the future of insurance with AI at the center, and we need people who are genuinely excited to learn and grow alongside these tools.
In this role you'll
Design and build highly engaging, bite-sized learning journeys (videos, AI roleplays, interactive seminars) to develop core human skills like adaptability and efficiency
Experiment with and pilot a diverse portfolio of fresh learning formats, including AI coaching bots and chat-based modules, to target different learning styles
Develop social learning activities across Slack and live sessions to foster a culture of continuous skill sharing and development
Define and track behavioral change metrics (using Lemonade's skills heatmap) to measure learning effectiveness and iterate on program design
Partner with cross-functional leaders, communications, and subject experts to ensure learning content is real, relevant, and tied to business needs
Collaborate with People Analytics to align learning design with the company's skills measurement and talent development strategy
Research and integrate cutting-edge learning methodologies, especially those leveraging AI for personalization and enhanced skill acquisition
What you'll need
3+ years of experience in learning design, content creation, or a related field
Bachelor's degree in Education, Psychology, Instructional Design, or related field (or equivalent experience)
Hands-on experience with AI tools and their application in content generation and learning (for experimenting with AI roleplays and coaching bots)
Experience with learning management systems, content creation tools, and data analysis for learning effectiveness
Strong verbal and written communication skills, with a knack for making personal development feel approachable (not cheesy)
Adaptability, drive, and an efficiency mindset that thrives in a human-AI collaborative environment
Experience designing soft skills training or behavioral change programs is a huge plus
Ability to work in our Soho office 3 days per week
Enthusiasm about learning and adapting to the exciting world of AI – a commitment to exploring this field is a fundamental part of our culture
*Please note that we are unable to sponsor applicants for work visas
Unfortunately, we cannot consider applicants from these states; Colorado, California, Montana, Hawaii, New Mexico and Puerto Rico.
Lemonade's US base salary range for this full-time position is $75,000 - $87,500 plus equity + benefits. Our salary ranges are determined by role, level, and location. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Speak to your recruiter to hear more about the specific salary range for your preferred location.