Design Manager, EvenUp
$187-270k
Salary dependent on location. Toronto pay range: $171K – $230K. Plus equity
AI-driven support for personal injury lawyers
Open for applications
AI-driven support for personal injury lawyers
201-500 employees
Open for applications
$187-270k
Salary dependent on location. Toronto pay range: $171K – $230K. Plus equity
201-500 employees
Company mission
To close the justice gap using technology and AI.
Role
Who you are
- 10+ years of experience in software product design
- 3-4+ years of experience in managing other designers
- A track record of designing impactful B2B workflow tools for complex, specialized users—experience with internal tooling and/or AI interfaces is a strong plus
- Proven ability to lead and scale a team, including hiring and developing talent
- Strong collaboration and communication skills; experience working cross-functionally with technical and non-technical stakeholders
- Ability to drive clarity in ambiguous problem spaces and ship high-quality work at speed
What the job involves
- We’re looking for a Senior Design Manager to help shape the future of EvenUp’s product design practice
- Reporting to the Head of Design, you’ll lead a small team of embedded product designers while also contributing hands-on to high-impact projects
- This is a true player-coach role—about half your time will be spent mentoring and growing the team, and the other half leading designs for strategic initiatives in close partnership with engineering, product, and AI
- This role offers broad scope and strategic influence across a modular, fast-evolving platform
- You’ll support work spanning AI tools, and workflow infrastructure—helping to architect cohesive, user-centered experiences in a technically complex space
- It’s an opportunity to shape foundational design systems, build team culture, and make a lasting impact on the legal tech ecosystem we’re helping to define
- Lead and support a team of 3–4 product designers, investing in their growth, performance, and career development
- Drive hiring for open roles on your team, partnering with recruiting and design leadership to scale our design practice
- Collaborate cross-functionally with product, engineering, and data teams to define strategy, scope product opportunities, and ship high-quality solutions
- Balance management responsibilities with hands-on design work—taking ownership of critical projects that contribute directly to business goals
- Champion design excellence and foster a collaborative, feedback-rich design culture grounded in user-centered thinking and high standards of execution
Our take
Every year, millions of personal injury cases in the US are resolved with only a small fraction going to trial, leaving many victims potentially under-compensated due to inaccurate settlement proposals. EvenUp aims to change this by leveraging AI technology to streamline the assessment of injury cases.
The AI tools evaluate raw case files, including medical and police records, creating tailored "demand packages" that present comprehensive compensation arguments. This improves lawyer performance and victim outcomes.
Despite concerns about AI bias and privacy, EvenUp has garnered significant investor interest, closing a funding round in 2024 that was one of the largest in the history of legal AI. Now valued at over $1 billion, it is investing in its team and introducing new techniques and products for personal injury and other legal areas.
Freddie
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 4 rounds)
Oct 2025
$150m
SERIES E
Oct 2024
$135m
SERIES D
Total funding: $370m
Company benefits
- Flexible working hours to match your style
- Offsites - get to meet your coworkers on a fully-expenses trip ever 6-12 months
- A variety of virtual team events such as game nights & happy hours
- Choice of medical, dental, and vision insurance plans for you and your family
- Flexible paid time off and 10+ holidays per year
- A stipend to upgrade your home office for fully-remote roles
- 401k for US-based employees 🇺🇸
Company HQ
The Castro, San Francisco, CA
Leadership
Rami Karabibar
(Co-founder & CEO)Graduated from the McGill University with a Bachelor's Degree in Investment Management. Previously worked as a Management Consultant at Bain & Company and as a Startup Generalist at Zoomer.
Raymond Mieszaniec
(Co-founder & COO)Previously co-founded EquitySim. Also worked as a Risk Consultant at PwC Hong Kong and Mainland China and as an Accountant at Scotiabank.
Saam Mashhad
(Chief of Product & Legal Operations)Previously worked as a Law Clerk at the Superior Court of Quebec. Also co-founded Compass Startup & Legal Clinic where they served as the Director for 3 years before becoming an Associate at Norton Rose Fulbright.
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