Vice President of Strategic Accounts, Sidecar Health
+ Uncapped incentive bonus, and equity package
Digital health insurance platform
Open for applications
Digital health insurance platform
201-500 employees
Open for applications
+ Uncapped incentive bonus, and equity package
201-500 employees
Company mission
To make healthcare affordable.
Role
Who you are
- 10+ years of experience in health insurance or employee benefits sales, with a strong focus on jumbo/national employer groups
- Proven track record of securing enterprise clients and driving significant revenue growth
- Strong network within the broker/consultant community and with benefits leaders at large organizations
- Exceptional communication, negotiation, and relationship-building skills
- Deep understanding of health plan products, self-funded and ASO models, and benefits administration
- Strategic thinker with the ability to balance long-term vision and short-term execution
- Experience in a high-growth, entrepreneurial environment is a plus
- Bachelor's degree required
What the job involves
- Sidecar Health is transforming how employers and their members experience healthcare — through transparent cash pricing, no provider networks, and meaningful cost savings
- As we accelerate our enterprise growth, we are looking for a VP of Strategic Accounts to lead that charge. Reporting directly to the CEO, this individual will own our enterprise sales strategy and execution at a pivotal moment for the company, with a pipeline of national accounts already in active evaluation
- Develop and execute a comprehensive enterprise sales strategy to drive new business growth
- Set and achieve ambitious revenue targets, with a focus on net-new client acquisition
- Identify and pursue opportunities within jumbo and national employer groups
- Build and scale a repeatable, high-performing sales process
- Build and maintain strong relationships with brokers, consultants, and enterprise employer clients
- Partner with clients to understand their unique needs and work with internal teams to tailor solutions accordingly
- Serve as a trusted advisor on health plan solutions and benefits strategy
- Stay informed about industry trends, competitor offerings, and regulatory changes
- Collaborate with product and marketing teams to refine offerings based on market feedback and client insights
- Partner with finance, operations, and member experience teams to ensure seamless client onboarding and ongoing support
- Provide input on pricing strategies, service enhancements, and value propositions
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.
Furthermore, 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. Its 2024 funding 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. 2026 expansions into the state of Texas show it is making progress on these fronts.
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
Manhattan Beach, 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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