About BoostDraft
BoostDraft helps legal professionals radically cut the time it takes to draft and review transactional documents like contracts. Inspired by the IDEs that software engineers live in, we bring automation, thoughtful UX, and AI to legal drafting.
Founded by MIT and Stanford grads, we're now in our sixth year — profitable, and grown entirely bootstrapped through the start of 2025. BoostDraft is already used by all five major law firms in Japan, and more than 800 companies rely on us today, with customers across Korea, Singapore, the US, and the UK. Much of that growth has come from word of mouth rather than marketing spend.
Not only is BoostDraft a user-centric company centered around software engineering, BoostDraft also has a dynamic and diverse team from all walks of life, creating a melting pot for innovation and growth.
For more details: BoostDraft Company Deck
Why now:
The product has real traction, but the team is still small enough that your work shapes the whole experience. Our APAC business is accelerating and the team has grown roughly 1.5x in the past year. Joining now means getting in early on a global expansion — and owning design decisions felt by every user.
Your challenges as a Product Designer:
- Learn — Our users are niche experts with years of training. You’ll continuously map what feels like friction vs. delight to them — and how that ties to the mental models behind their professional habits.
- Scale — What small change improves usability fastest? When should a component join the design system — for quality, and to help engineers ship faster? How do we bring a feature to a new market with minimal localization cost?
- Innovate — What’s the minimum design that tests a new hypothesis or job-to-be-done? How can design unblock hard engineering iterations, or capture cleaner user feedback?
- Validate — Shipping fast isn’t enough. You’ll define the quantitative and qualitative signals that tell us whether an improvement worked, build conviction from the result, and share it back with the team.
- Promote — The best features sell themselves, but a launch often needs a push. From time to time you may shape the assets, tone, and story that help our commercial team bring a new feature to market.
The role & team
You’ll be our second product designer, closely working with our CEO, Sean Yu — who led products at companies like Wise, Skyscanner, and Booking.com before joining BoostDraft. That means a short feedback loop, a product-minded founder in your corner, and a lot of ownership for someone early in their career. You’ll also partner daily with product leaders who spent years as PMs at Microsoft and Google, so the mentorship here is unusually strong.
This is a great fit if you have around three years of experience and want to level up fast: real ownership, senior mentors, and the chance to help define design at a company scaling globally.
How to apply
Please share a portfolio of real, shipped work along with your design rationale — the thinking matters as much as the outcome. If any piece is password-protected or under NDA, just include access details (or a short written walkthrough) so we can review your work.
Requirements
Craft & approach
- You obsess over the user problem before jumping to solutions — going deep with first-hand research where you can, and triangulating feedback from multiple sources (NPS, metrics, social, etc.).
- You own the end-to-end design process — from framing the problem to validating the solution — and move fast to test hypotheses and avoid sunk cost.
- You have strong interaction and UX skills, and you’re passionate about solving real user problems in a way that feels delightful, not just usable.
- You’re fluent in modern tools like Figma for specs and storytelling, and you reach for AI tools to prototype, validate direction, and pressure-test interaction flows — because you believe great designers are great builders too.
- You understand design systems and component-based design, and how to use them to resolve user pain and help engineers ship faster.
- You can write a clear research brief and build on the thinking of stakeholders, PMs, and engineering leads.
Experience
- Around 3 years in a product design role (an internet/digital-first product, or a strong agency/consultancy) that shipped real software still in use today.
- Worked cross-functionally with PMs, engineers, and researchers — or with clients and business stakeholders.
- Owned gathering user insights, quantitative and qualitative, and turned them into design decisions with clear trade-offs.
- Nice to have: scaling a product from one market to several with different languages/cultures; SaaS or early-stage startup experience; and some comfort with marketing or brand design, which this role may occasionally involve.
Language
- Professional working proficiency in English, used at a business level in a previous role.
- Experience adapting design for East Asian language localization is a plus.
Benefits
How we work
We prioritize quality over quantity, and we’re engineering-first: around 60% of the team are software engineers, many from companies like Microsoft, IBM, HTC, Yahoo!, and NTT R&D. We build an environment that trusts and empowers the people closest to the work.
We’re fully remote and expanding globally. Our HQ is in Japan, but relocation isn’t required — if you’d like to move to Japan, we’ll help with your visa.
Working arrangement
• Fully remote (optional in-person a few times a month for those near Tokyo).
• Flexible hours — Flex: 6:00–11:30am / 3:00–10:00pm JST (work when you want within these windows); Core: 11:30am–3:00pm JST.
• A virtual office where you create a character and interact with colleagues.
The details
• Location: home, or anywhere equivalent (an occasional company-designated location is possible for business reasons).
• Holidays: 5-day work week (Sat, Sun, public holidays, year-end/New Year, and others set by the company).
• Employment: full-time, permanent (fixed overtime pay included).
• Probation: 6 months.
• Passive-smoking prevention: yes.
• Additional details shared during the hiring process.
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