Director of Product Design, Sidecar Health
+ Bonus opportunity and equity package
Digital health insurance platform
Be an early applicant
Digital health insurance platform
201-500 employees
Be an early applicant
+ Bonus opportunity and equity package
201-500 employees
Company mission
To make healthcare affordable.
Role
Who you are
- 7+ years of experience designing and shipping consumer-facing mobile and web applications, with a strong portfolio that demonstrates user impact and business results
- A strategic mindset with the ability to connect design decisions to product and business outcomes
- Proven track record of leading design initiatives, providing creative direction, and driving high-quality execution
- Experience collaborating with cross-functional teams, including Product, Engineering, Marketing, and external partners
- Previous experience managing or mentoring designers preferred
- Strong communication skills with the ability to present design rationale and influence stakeholders at all levels
- Proficient in design and prototyping tools like Figma, Sketch, or similar
- Deep understanding of design systems, accessibility standards, and best practices for intuitive UX
- Passion for crafting exceptional user experiences and a bias for action in fast-moving environments
- Leadership potential with a desire to shape and grow the design function over time
What the job involves
- We’re looking for a Director of Product Design to lead and scale our member experience design efforts
- This is a strategic and hands-on leadership role focused on driving design vision, strategy, and execution across our consumer-facing products
- You’ll work closely with the VP of Member Experience and cross-functional leaders to shape how members access, understand, and engage with their healthcare
- The role includes oversight of design resources—both internal and external—with room to grow and expand the function as the company scales
- Drive the end-to-end design strategy and execution for our member-facing products
- Guide and collaborate with cross-functional teams, as well as external design partners, to deliver high-quality, user-centered experiences
- Provide creative direction and feedback across design workstreams to ensure consistency, clarity, and impact
- Lead key initiatives that improve usability, member engagement, and overall product design quality
- Influence product vision and roadmap through design thinking and user insights
- Champion design excellence across the organization and contribute to a culture that values great design
- Help lay the foundation for future growth of the design function as the business evolves
Our take
Sidecar Health’s insurtech platform allows users to tailor their own flexible healthcare plans based on their individual needs and budget. One of its main advantages outside of its flexibility is how the company doesn't use its own dedicated network of doctors, allowing the customer to see whomever they like while negating its own need to build nationwide networks.
On top of this it allows users to search and compare local health providers, and pay directly for care through its own payment card, often at a discount to what legacy insurance providers charge. Sidecar’s offering allows for better flexibility, more transparency and fewer financial burdens for unnecessary coverage areas.
The company has garnered plenty of praise, and financial backing, for its consumer-centric approach - and its latest raise positions Sidecar Health as a major disruptor in the market. That said, future growth will depend on how well it can expand its nationwide footprint, take on the legacy healthcare providers and work its way into employer and government-sponsored plans.
Steph
Company Specialist at Welcome to the Jungle
Insights
-28% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Jun 2024
$165m
SERIES D
Jan 2021
$125m
SERIES C
Total funding: $328m
Company benefits
- Comprehensive Medical, Dental, and Vision benefits
- Paid vacation and company holidays
- Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S
Company HQ
El Segundo, CA
Leadership
Patrick Quigley
(Co-Founder & CEO)Having worked at BEA Systems and QuinnStreet for a combined 8 years, they took an MBA at Wharton. They also served as CEO of Healthplans.com and Katch.
Veronica Osetinsky
(Co-Founder & COO)They studied at UCB before working at Bank of America and Paramax Capital. They worked at Quinstreet and Katch for 8 years prior to co-founding Sidecar Health.
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