Position Summary:
This is a builder role, not a maintainer role — equal parts strategy and execution. You're the most senior growth marketing hire on a team that's re-building its demand generation engine. You'll have the budget, a team, and direct access to leadership to do it.
You'll be marketing into two of the most sought-after B2B buyer groups in health tech: payers with long procurement cycles and multiple clinical/financial stakeholders, and providers balancing patient experience against margin pressure. If you want to prove you can build and run demand gen at enterprise scale, in a category where the sales cycle actually tests your craft, this is that proving ground.
You're inheriting a full, well-funded MarTech stack — Salesforce, Pardot, Bizible, Demandbase, and Qualified — and the website itself, but the job isn't to just run any of it as-is. We want someone who rebuilds how that stack operates to be agentic-first: designing AI agents that pull signal to plan campaigns, launch and sequence them across channels, and continuously test and optimize without manual hand-offs between tools.
What You'll Do:
- Own and optimize our tech stack and website
- Own pipeline generation across paid search, paid social (LinkedIn), SEO, content, lifecycle/email, and account-based marketing
- Continuously test messaging, creative, and campaign structure — and bring examples of non-boilerplate campaigns that actually moved pipeline
- Own reporting: define KPIs and dashboards, and keep pipeline numbers trusted by Sales
- Own the AI-Native Workflow strategy and AI Engine Optimization (AEO): as buyers increasingly use LLMs to research vendors, you have ideas on how to build League's presence in those results
- Strategically partner cross-functionally with Sales, Product Marketing and Revenue Operations
Security-Related Responsibilities
- Compliance with Information Security Policies
- Ensure access management is performed in compliance with the employee's role and responsibilities
- Responsibility and accountability for executing League's policies and procedures within the department/ team
- Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations
What You'll Bring:
- 7+ years in B2B demand generation or growth marketing, with real ownership of pipeline outcomes — not just campaign support
- Enterprise background: you've marketed to large, complex organizations with long sales cycles and multiple stakeholders; payer or provider experience is a strong plus
- Hands-on across the full stack: paid search, paid social (LinkedIn), SEO, content, and account-based marketing
- Fluent in the pipeline metrics that matter here — MQL/SQL/SQO conversion, pipeline contribution, cost per opportunity — not just CAC/LTV/ROAS
- Real experience building AI agents or automations, not just prompting a chatbot — bonus if you already gravitate toward MCP-first, Salesforce-native tools
- Strategic and hands-on: you're equally excited to set the plan and execute it
- Bonus: experience with ABM platforms like Demandbase or 6sense
- Bonus: experience in HealthTech, FinTech, InsurTech, or other large enterprise-focused products
CANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full-time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum target for base salaries for the position across all Canadian locations. The salary range is intentional to account for the performance and career progressions a Leaguer will experience in the role throughout their time at League. Where in the band you may land is determined by job-related skills/experience. Your recruiter can share more about the specific salary range specific to your skills and experience during the hiring process.
We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. If you are an individual in need of assistance at any time during our recruitment process, please contact us at [email protected].
- You should receive a confirmation email after submitting your application.
- A recruiter (not a computer) reviews all applications at League.
- If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring.
- The final step is an offer, which we hope you will accept!
- Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring.
- Learn about our platform, leadership team and partners
- Highmark Health, Google Cloud, League: new digital front door to seamless care
- Former Providence President and Workday EVP of Corporate Strategy join League Board of Directors
- League raises $95 million USD in Series C to build world’s leading healthcare CX platform
- Forbes x League: The Platformization Of Healthcare Is Here
- Fast Company x League: If we want better innovations in healthtech, we need more competition
Work Location:
We have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based anywhere in Canada or US. Each job posting will indicate where the role will be based. Regardless of the role’s posted location, all Toronto-area Leaguers (living within 65 km of our downtown HQ) collaborate in-office Monday through Thursday. Depending on your distance to the office, you’ll enjoy 10 or 20 Flexible Remote Days each quarter for focus and deep-work time. We are committed to fostering a meaningful work environment and connections for all Leaguers regardless of location.
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Scammers are getting craftier and leveraging fake job postings to get personal information. Know the warning signs and protect yourself from scammers. Learn more here.We are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position. Please check out our stance on using AI in recruitment here.
Skills Required
- 7+ years of B2B demand generation or growth marketing experience with end-to-end ownership
- Enterprise SaaS background, marketing to large complex organizations (1,000+ employees)
- Proven track record of personally owning and driving significant pipeline
- Hands-on experience with Salesforce, Pardot (or comparable MAP), Google Analytics, and SEMrush
- Strong data instincts; ability to pull reports, find signal, and make clear recommendations
- Comfortable building and executing campaigns across the full marketing stack (search, social, email, content, events)
- B2B background required; experience with long sales cycles and multiple stakeholders
- Background in healthcare technology or selling into health systems
- Familiarity with healthcare compliance considerations (e.g., HIPAA) as they relate to marketing
- Experience with ABM platforms like Demandbase or 6sense
- Early thinking on AEO and influencing LLM citations/community-driven discovery
- Bachelor's degree in Marketing, Business, or related field
What We Do
Founded in 2014, League is a platform technology company powering next-generation healthcare consumer experiences. Payers, providers, consumer health partners and employers build on League’s platform to deliver high-engagement, personalized healthcare experiences consumers love. Millions of people use solutions powered by League to access, navigate and pay for care.
