VP of Marketing

Sidecar Health Open · verified Aug 22, 2026

Remote Worldwide VP Marketing Leadership

Leadership Marketing Leadership role at Sidecar Health. Remote.

Role brief

Growth Roles summary, based on the employer's posting.

What you'll do

You'll own B2B demand generation from awareness through pipeline across broker, consultant, and employer audiences
You'll build an account-based marketing program using content, targeting, scoring, personalization, and orchestration
You'll direct paid digital channels and optimize media investment for pipeline impact and efficient customer acquisition
You'll create buyer-journey content, SDR sequences, nurture campaigns, and a conversion-focused website
You'll lead the marketing team while shaping hiring plans and advancing AI and marketing technology

What you bring

Bring at least ten years in B2B marketing, including at least five years in senior leadership
Show deep demand generation and ABM expertise alongside experience managing multimillion-dollar paid media budgets
Have worked with SDR or BDR teams and know how to apply modern AI tools across B2B marketing
Use data to guide decisions, evaluate performance, and communicate results clearly
Represent marketing credibly with executives and board audiences, and hold a bachelor's degree

Who this fits

You'll fit this role if you're an experienced B2B marketing leader who can build infrastructure, manage a team, and connect programs to pipeline and revenue. You should be comfortable balancing creative strategy with operational discipline in a fast-moving environment. The role is remote, reports to the CMO, and works closely with Sales, Product, and Operations leadership.

From the employer

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and accessible for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.

The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.

If you want to use your talents to transform healthcare in the United States, come join us!

About the Role

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.

Sidecar Health sells to employers, but our go-to-market is more complex than that. Brokers and benefits consultants are often the primary buying influence. Key employees shape internal decisions. And our members — the people actually using the product — are a constituency that a great VP of Marketing will understand deeply, even if they're not the primary audience for this role.

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.

What You'll Do

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

What You'll Bring

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 You'll Get

Competitive salary, uncapped incentive bonus, and equity package
Comprehensive Medical, Dental, and Vision benefits
A 401k retirement plan
Paid vacation and company holidays
Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.