Workshop Venture Partners
Senior Product Designer - WorkHero
Workshop Venture Partners, Boston, Massachusetts, us, 02298
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 an expert product designer 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).
Senior Product Designer 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.
Responsibilities
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
Qualifications
5+ 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.
Compensation Range: $120,000 – $160,000
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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).
Senior Product Designer 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.
Responsibilities
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
Qualifications
5+ 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.
Compensation Range: $120,000 – $160,000
#J-18808-Ljbffr