Sr. Design Technologist / Design Engineer

Hi Marley • Boston, MA

6h • Hybrid

About The Position

At Hi Marley, we’re not just a technology company—we’re on a mission to revolutionize the insurance industry with our conversational platform that makes communication simple, efficient, and delightful. Built for carriers, powered by SMS, and designed by insurance experts, Hi Marley connects people through seamless, friendly conversations that save time, money, and hassle. Our platform helps insurance carriers strengthen customer relationships while streamlining operations. With a focus on collaboration, coaching, and powerful analytics, we deliver the insights insurance teams need when they need them—creating a smooth, frictionless experience for customers along the way.
Hi Marley is building the future of insurance communication, and we’re looking for a Sr. Design Technologist / Design Engineer to help lead the design and execution of our new AI‑first Service experience. This role is for a designer who can think in systems, prototypes in real code, and partners deeply with engineering to bring complex, AI‑powered workflows to life. You’ll report to the Director of Design and partner closely with Engineering and Product leaders within the Service domain. This role owns the Service product experience and contributes to our evolving design systems. Teamwork and shared enthusiasm is a core part of our culture, which is why this role involves joining us in the Boston office for two days each week.

Requirements

• 6+ years experience in Product Design, Design Engineering, or Design Technology roles
• A strong portfolio demonstrating shipped work, systems thinking, and technical depth
• Comfort working in or alongside modern front‑end frameworks (React, design systems, prototyping in code, etc.)
• Experience collaborating closely with engineers on complex products
• Strong product intuition and ability to reason about tradeoffs

Nice To Haves

• Experience designing user-facing AI workflows (LLMs, automation, or intelligent assistance) is preferred; deep ML or platform-level expertise is not required.
• Experience with B2B, SaaS, or workflow-heavy products is a plus

Responsibilities

• Lead design execution for key areas of the Service experience: Translate service workflows, AI capabilities, and product strategy into intuitive, production‑ready experiences.
• Prototype at multiple levels: From interaction models and high‑fidelity prototypes to real front‑end implementations that inform engineering direction.
• Strengthen collaboration between Product Design and Engineering within the Service domain: Act as a partner who improves speed, quality, and shared understanding.
• Design for AI with intention: Partner with the Director of Design and Engineering to evolve how AI agents, automation, and intelligent assistance appear within the Service experience to balance power, clarity, and trust.
• Create scalable systems: Establish reusable patterns, components, and interaction models that support long‑term growth of the Service product.
• Stay close to users: Partner with Product to learn directly from service teams, frontline reps, and customers to ensure solutions solve real workflow challenges.

Benefits

• Equity grants for all employees
• A 4% matching 401(k) program
• Medical, dental, vision, disability, and life insurance coverage for employees working 30+ hours per week
• Monthly wellness stipend
• Paid parental leave
• A flexible vacation policy - we all work hard and take time when we need it

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed