Sr. Design Technologist​/Design Engineer

About Hi Marley

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, prototype in real code, and partner 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.

• 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
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  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
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  Establish reusable patterns, components, and interaction models that support long‑term growth of the Service product.
• Stay close to users
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  Partner with Product to learn directly from service teams, frontline reps, and customers to ensure solutions solve real workflow challenges.

• 6+ years of 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.
• 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.

At Hi Marley, we are committed to fair and transparent pay practices. The annual base salary for this role is expected to fall within the range of [$111,300–$206,700], depending on experience, skills, qualifications, and location. Offers are determined based on these factors as well as internal peer equity. It’s most common for new hires to start near the midpoint of the range, allowing room for growth as employees develop in their role.

In addition to base pay, we offer a comprehensive total rewards package that supports both your wellbeing and professional growth, including:

• 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

At Hi Marley, our culture is built on three core values that every employee embodies:

• Max Courage – We…