Staff Product Designer

EasyLlama is on a mission to end checkbox compliance. We started by reinventing compliance training with engaging, bite-sized, mobile-first learning instead of outdated, one-size-fits-all courses. Today, we're building an AI-powered Human Risk Management platform that helps organizations reduce risk through modern training, policy management, phishing simulations, and intelligent automation. Our goal is to help companies build compliance programs that are effective, measurable, and built for the way people work today.

More than 6,000 organizations, including Shake Shack, WeightWatchers, Sephora, Jiffy Lube, and Y Combinator, trust EasyLlama. We're proudly bootstrapped, profitable, and recognized on the Inc. 5000 list, with a 96% G2 rating and industry-leading NPS and CSAT scores. We move quickly, value ownership and collaboration, and believe the best ideas come from people who are excited to solve meaningful problems and make a real impact.

• Design the end-to-end systems that drive customer value: onboarding, product and content discovery, training course assignment flows, cross-product expansion, and AI agents that own meaningful tasks and programs.

• Define interaction models for platform-level systems - not just UI layers or “more modals” - covering content metadata, training assignment logic, document and policy management, recertification automation, and cross-product orchestration.

• Translate complex platform architecture into clear, intuitive, and trusted user experiences

• Own the simplification of EasyLlama's most critical UX challenges, such as framing features that are orchestrated into a cohesive, multi-product user experience.

• Actively practice use of AI tooling within your workflow, such as prototyping with modern AI tools (Lovable, v0, Figma Make, etc.) to create clickable MVPs in a day, rapidly turning rough prototypes into dev-ready specs.

• Design AI-driven systems - recommendation engines, intelligent automation, and AI agents that are usable, trustworthy, and effective.

• Embed AI workflows and actionable guidance into the product in ways users understand and trust.

• Partner with Product Management and Legal experts to design and innovate within defined guardrails for compliance-critical AI experiences.

• Treat AI not as a feature, but as a foundational layer of the systems you are designing.

• Act as a Design Leader across platform initiatives, influencing decisions beyond your immediate scope

• Partner closely with Senior Management, Product Management, Engineering, and Data Analytics Leads

• Contribute new patterns to the EasyLlama Design System as required for platform-scale complexity, partnering with the Design System owner to extend capabilities consistently across multi-product experiences

• Workshop with Senior Management and Leaders (CxOs, VPs, PMs) to propose, frame, and design UX experiments and hypotheses.

• Define test variants and success criteria; prototype and iterate rapidly based on results

• Design for measurable impact - not subjective preference - balancing speed of iteration with design system consistency.

• Partner with Data & Analytics to track and improve core metrics such as our course assignment rate, activation, retention, and expansion signals.

• Mandatory 7+ years of product design experience in multi-product, B2B SaaS platforms - this is a hard requirement.

• Proven ability to define, articulate, and drive measurable product outcomes, such as adoption, engagement, retention, and expansion.

• Deep experience workshopping and collaborating with senior stakeholders (CxOs, VPs, PMs, UXR, Engineering Leads, etc.) on platform-level problems

• Experience designing AI-powered product experiences, while using AI tooling such as Lovable, Figma Make, etc.

• Strong systems thinking: experience designing across complex, multi-surface products, not a single product

• Enthusiasm to partner with User Research (UXR) to bring the Customer into your Design process to validate, and de-risk product hypotheses.

• Ability to simplify complex technical workflows into intuitive, efficient user experiences

• Comfortable designing experiments with Product Managers, and interpreting results, while using data (product usage, user research, etc.) to inform design decisions

• Portfolio that demonstrates both craft quality and measurable business impact

• Background in GRC, compliance, HR tech, online learning, or edTech platforms

• Experience on complex platform architecture or system redesign projects

The interview process takes about 3-4 weeks and may include cross-functional stakeholders.

• Recruiter Screen

• Hiring Manager Interview

• Cross-Functional Interview

• Creative Exercise

• Executive Interview