ABOUT PROBOOK
Probook is the AI Operating System for the home services industry, transforming how plumbing, HVAC, and electrical businesses operate.
Our impact is real. Dispatching the right technician to the right job can mean the difference between a $300 "band-aid" fix and a $20,000 system replacement. By automating previously high-touch workflows around-the-clock, Probook ensures a consistent customer experience without the need for 24/7 live staffing. We unify our customers' processes into a single, scalable platform, giving businesses one place to run their entire dispatch operation.
The Opportunity
The home services industry runs on expertise built over decades, but the software these businesses use every day hasn't kept up. Most dispatchers are still working with tools that look like they were designed in 2008 - barely a step up from pen and paper - because for a long time, nobody with real product design chops was paying attention to this market.
That's the opportunity. Probook is the first product with the technical ambition to match what this industry actually deserves and you'll be the first designer to shape what it looks like. For a lot of the operators we work with, Probook is the most well-designed piece of software they've ever used in their professional lives. That bar is only going to get higher with you on the team.
You won't be optimizing a mature product or iterating on someone else's design system. You'll be defining what world-class looks like for an entire industry that's seeing it for the first time.
What You'll Do
Design Ownership & Delivery
Own the quality of Probook's UI/UX across our chrome extension, mobile product, and web platform end-to-end
Translate customer pain points from real conversations with real operators into product and UX improvements that ship
Obsessively explore the problem space and iterate before coming up with a solution. You know that the best product decisions come from a deep understanding of how operators work, not from settling on the first viable answer.
Independently ship front-end changes: you'll be making actual production code changes, not handing off to engineers and walking away
Move fast and sweat the details - you’re able to match the team’s velocity and turn things around in hours, not days/weeks without compromising on quality
Product Partnership
Work directly with engineers from spec to ship, closing the gap between what gets built and what should be built
Be a daily thought partner to the founders on product direction, with a real seat at the table on decisions that matter
Work directly with customers in the field to understand workflows and pain points. You can and should expect to be on calls with customers regularly to hear directly from them
Identify UX problems before customers surface them; anticipate common tradeoffs and design around them
Craft & Standards
Establish Probook's visual and interaction design language from the ground up
Use AI-assisted tools (Claude Code, Cursor, and similar) as force multipliers to spin up and iterate on prototypes at speed
Set the bar for design quality and detail orientation across everything the company ships
What we’re looking for
Experience
4–6 years of product design experience; the ideal trajectory is two serious stints (2+ years each), ideally at startups
has built bug-free frontend in production, doesn't need another engineer to make this happen
B2B SaaS background: you understand that enterprise and ops-focused product design is fundamentally different from consumer, and you've lived that difference
Strong portfolio of shipped work
Technical Fluency
A track record of shipping frontend code independently - not just handing off specs, but owning changes through to production
Fluency with AI-assisted development tools (Claude Code, Cursor, or similar) is non-negotiable - we'll ask specifically about this
Can take a product problem, spin up multiple end-to-end flows using AI tooling, and pressure-test tradeoffs quickly and independently
Product Sense & Execution
Exceptional design taste and detail orientation - you notice typographic inconsistencies and can't let them go
Communicate with clarity and precision - you can articulate the why of a design decision, not just show it
Strong enough product instincts to prioritize correctly without constant guidance; you work on the most important flows, not the most interesting ones
Proven ability to absorb context fast and be dangerous with incomplete information
High-velocity iteration mindset - scrappy and hungry, not perfectionist
Mindset
Roll-up-your-sleeves mentality; you're the first designer, which means you define everything from scratch
Intrinsically motivated to get better at your craft: this shows up in how you spend your time outside of work
Comfortable being embedded with the C-suite daily and operating in a high-trust, high-accountability environment
In-office, 5 days a week in Manhattan: this role will need to absorb the collective product thinking of the company more than anyone else on the team
Why Now?
This is the exact moment where the first designer at a breakout company becomes a foundational part of its story:
Design greenfield: You'll define Probook's design language, patterns, and quality bar - everything you create becomes the standard.
Direct impact: The team is small enough that your decisions ripple across the entire product and are visible to every customer we have.
Timing: In 12 months, the core product will be set. Right now, you can still shape everything.
Why Join Probook?
The Tailwinds: $700B industry with clear tailwinds: AI adoption, labor shortages, and generational transitions creating demand for operational modernization. We are defining the category, not fighting for share.
The Traction: $XXM ARR in 18 months. Product-market fit proven; now we're scaling.
Funding: $40M raised from Sequoia and Andreessen Horowitz
The Team: >60 people, our founding team comes from the space and has spent thousands of days onsite with our customers. We live the space. We're also becoming one of the most talent-dense start-ups in NYC (MIT, Harvard, UPenn M&T, Waterloo, Citadel, Palantir, ICPC world finalists, IMO Gold Medalists).
Compensation & Benefits
Equity: Meaningful early-stage equity
Salary: $180K – $230K
Health: Comprehensive medical, dental, and vision
Perks: $500 monthly Ramp card for commuting, meals, gym, etc. (plus $25 in nightly meal delivery credit) and really good office snacks
Access: Direct access to world-class investors and advisors