Vice President of Marketing, Sidecar Health
Offers uncapped incentive bonus, and equity package
Digital health insurance platform
Be an early applicant
Digital health insurance platform
201-500 employees
Be an early applicant
Offers uncapped incentive bonus, and equity package
201-500 employees
Company mission
To make healthcare affordable.
Role
Who you are
- 10+ years of B2B marketing experience, with at least 5 years in a senior leadership role
- Deep expertise in demand generation and ABM
- Proven track record managing multimillion-dollar paid media budgets
- Experience working alongside SDR/BDR teams
- Fluency with modern AI tools and a clear point of view on how to apply them across a B2B marketing function
- A builder's mentality — you thrive where infrastructure still needs to be created
- Strong analytical skills and comfort using data to make decisions and report on performance
- Executive presence — you can represent marketing credibly to C-level stakeholders and board audiences
- Bachelor's degree required
What the job involves
- We're looking for a Vice President of Marketing to lead the engine that drives our B2B growth
- This is a senior leadership role for someone who has done this before — built demand gen infrastructure from scratch, managed multimillion-dollar budgets, run ABM programs at scale, and knows what a modern B2B marketing stack looks like
- You'll be energized by the combination of creative strategy and operational rigor, and comfortable in a fast-moving environment where infrastructure still needs to be built, not just maintained
- Demand Generation:
- Own end-to-end B2B demand generation strategy — from awareness through pipeline creation — across broker, consultant, and employer segments
- Design and operate a content-driven ABM engine that targets high-value accounts with precision and scale
- Build and manage a full ABM tech stack including intent data, account scoring, personalization, and orchestration tools
- Partner closely with Sales and SDR leadership to ensure marketing programs translate directly into pipeline and revenue
- Paid Media & Digital Programs:
- Lead paid media strategy and execution across digital display, SEM, CTV, LinkedIn, and programmatic
- Manage multimillion-dollar media budgets with a focus on measurable pipeline contribution and CAC efficiency
- Continuously optimize channel mix and creative based on performance data
- Content & Nurture:
- Develop a content strategy that supports every stage of the buyer journey — from first touch to close — with assets built for broker, Regional Sales Manager (RSM), and employer audiences
- Build and own SDR sequences and marketing nurture programs that keep prospects engaged across long sales cycles
- Own website strategy and optimization, including conversion rate improvement and intent-signal activation
- AI & Marketing Technology:
- Champion the use of modern AI tools across the function — from content production to campaign optimization to intent signal analysis
- Maintain and evolve the marketing tech stack to ensure the team is operating with best-in-class tools and workflows
- Team Leadership:
- Lead and develop a high-performing marketing team that executes across channels with speed and accountability
- Define team structure, role scope, and future hiring needs as the company scales
- Report to the CMO; partner closely with Sales, Product, and Operations leadership
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.
Share this job
View 2 more jobs at Sidecar Health