Lead Design Engineer Jobs in Boston, MA (NOW HIRING)

Hi Marley | Posted Mar 14

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Full-time

Advanced (5-10 yrs)

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.

• 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.

• 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
• 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 encourage our team, our customers, and their customers to dream big, try new ideas, and maximize impact by measuring risk.
• Be Humble – We lead with appreciation and promote a culture of humility, compassion, and openness to learn from anyone, anywhere.
• Ubuntu (“I am because we are”) – We believe true success is much bigger than any single individual or company. By aligning our individual aims behind a shared purpose, we can achieve our fullest potential — together.

Life at Hi Marley is shaped by collaboration, learning, and genuine connection. We’re proud to foster an environment where people can do their best work, feel supported, and grow alongside a team that celebrates both individuality and shared purpose.

• A fun, lively startup culture that embraces creativity and innovation
• Core values-based leadership that guides our decision-making and daily interactions
• A culture of engagement, diversity, inclusion, and belonging — everyone’s voice matters
• Flexible, hybrid work environment that values balance and trust
• Ample opportunities to learn, take on new challenges, and make an impact in a fast-growing organization
• Meaningful work that directly supports our mission to help people and organizations communicate with empathy and clarity

Hi Marley is proud to be an equal employment opportunity employer. We celebrate diversity and do not discriminate based on gender, sexual orientation, gender identity, religion, race, veteran status, disability status, or any other characteristic protected by applicable law. We are committed to building an inclusive work environment representing a variety of backgrounds, perspectives, and skills, where all employees are encouraged to be their authentic selves.

Hi Marley participates in E-Verify and will provide the federal government with your Form I-9 information to confirm that you are authorized to work in the U.S. For more information, please review the documents under "E-Verify Poster" https://e-verify.uscis.gov/web/OnlineResources.aspx