Senior Product Designer - WorkHero at Workshop Venture Partners

Boston, Massachusetts, United States -

Full Time

Start Date

Immediate

Expiry Date

25 Jan, 26

Salary

0.0

Posted On

27 Oct, 25

Experience

5 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Product Design, User Research, Prototyping, Design Systems, AI, Communication, Collaboration, Customer Empathy, Strategic Thinking, Complex Workflow Design, Figma, High-Fidelity Designs, Mobile App Design, Startup Experience, Problem Solving

Industry

Venture Capital and Private Equity Principals

Description

WorkHero is building the AI-powered back office for the skilled trades, starting with the $50B+ HVAC industry. We have exciting traction and just closed a $5M seed round to expand our engineering and product organization, as well as add additional services. We're looking for the technical leader who can help drive our next chapter of growth. About WorkHero Tens of thousands of small HVAC contractors—who keep our homes comfortable and enable the climate transition—are drowning in administrative work. Legacy software is clunky, full-time admins are costly, and owners spend over 20 hours a week on paperwork. WorkHero is changing that. Our platform combines agentic AI with human-in-the-loop operations to autonomously handle the back-office workflows that crush small business owners — from invoicing, permits, and rebates to pricebooks and warranty registration. Instead of forcing contractors to learn new tools, our AI agents do the work — executing complex administrative tasks end-to-end while human account managers provide oversight and operational coaching. The result: real work gets done, autonomously — helping small contractors grow profitable, resilient businesses and accelerating heat pump adoption nationwide. We're proud to have the support of Navitas Capital, Workshop Ventures, York IE, and strategic angels including a former ServiceTitan executive. Our advisors include Chad Laurans (Founder of SimpliSafe) and Gerald Chertavian (Founder of Year Up). The Role We're hiring a Senior Product Designer to shape the future of our AI-powered back office platform. You'll work directly with the founders to understand our customers deeply, design beautiful and intuitive experiences, and bring our product vision to life. This role blends hands-on design execution with strategic product thinking—you'll spend significant time with contractors and office managers understanding their workflows, then translate those insights into high-quality designs that make complex work feel effortless. This is a foundational role where you'll own the end-to-end design process across our contractor-facing app, internal operations tools, and workflow automation systems. You'll have significant autonomy and impact, with a clear path to design leadership as we scale. You Will Own the design process end-to-end—from customer research and problem definition through high-fidelity designs, prototyping, and iterative refinement based on user feedback Spend significant time with end-users (30%+ of your week)—conducting user research with contractors and office managers, observing their workflows, and deeply understanding the problems we're solving Design across our product surface area—creating intuitive experiences for our contractor-facing mobile app, internal tools for office managers, and AI-enabled workflow automation systems Shape product strategy and vision—partnering with the CEO and CTO to define what we build, why it matters, and how we prioritize, bringing a user-centered perspective to all product decisions Think through AI-enabled workflows—designing how AI agents and human expertise work together seamlessly, making automation feel reliable and trustworthy for non-technical users Establish design foundations—building design systems, interaction patterns, and quality standards that enable us to ship consistently great experiences as we grow What We're Looking For We're looking for a talented product designer who combines craft excellence with deep customer empathy and strategic product thinking. You're excited about making powerful technology accessible to small business owners, and you thrive in early-stage environments where you'll define processes, own ambiguous problems, and work directly with customers. You Have 4+ years of product design experience with a strong portfolio demonstrating end-to-end design work from research through shipped products Expertise in modern design tools (Figma, etc.) and ability to create high-fidelity designs, prototypes, and design systems Strong customer research and user understanding skills—you know how to listen, observe, synthesize insights, and translate them into elegant design solutions Product thinking and strategic sensibility—you understand business goals and can think about how design decisions impact the broader product and company Demonstrated Curiosity about AI—you've experimented with building AI-powered tools and understand how they're changing product experiences Comfort designing for complexity—you can take messy, multi-step workflows and make them feel simple and intuitive Excellent communication and collaboration skills—you can articulate design decisions clearly and work effectively with founders, engineers, and operations teams Comfort with ambiguity and early-stage environments—you thrive when there's no playbook and you need to figure things out Bonus / Nice-to-haves Experience designing for small business owners, field technicians, or blue-collar workers Knowledge of HVAC or similar home service industries Experience shipping AI-powered features or agent-based products Experience with mobile app design (iOS/Android) Previous startup experience, especially at early stage (pre-Series A) Why Join Us Shape the future of a high-growth, venture-backed company as a core member of the leadership team Be at the forefront of Human-AI systems, building transformative tech that scales small business support in ways previously unattainable Build tech that makes life easier for thousands of small business owners Competitive salary, meaningful equity, and full benefits Flexible, hybrid work environment A mission-driven team that values impact and integrity We are committed to creating a diverse and inclusive work environment. We welcome applicants from all backgrounds and experiences.

Responsibilities

The Senior Product Designer will own the end-to-end design process, conducting user research and translating insights into high-quality designs. This role involves shaping product strategy and vision while designing intuitive experiences across various platforms.