Product Marketing Manager

About League

League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. Getting healthcare is often the easy part — finishing it is where things fall apart: people book the appointment and skip the follow-up, fill the prescription and stop taking it, get the referral and never make the call. That gap costs health plans and health systems money, and it costs people their health. League closes that gap — identifying what each person needs to do next, clearing what’s in their way, and getting it done, for the 70 million+ people whose care already runs through our platform. Health plans and health systems trust us to do this at scale. Organizations like Manulife, SCAN, Geisinger, and Medibank on the payer side, and Baptist and Shoppers Drug Mart on the provider side.

Position Summary:

As Product Marketing Manager, GTM, you make League's go-to-market motion faster and stronger by turning positioning into the assets and content that bring solutions to market. League is re-founding its narrative; you take the portfolio level positioning and messaging scale it — building sales assets, adapting the story across solutions, segments, and formats, and keeping the field library sharp and current. You're a fast, high-quality builder who uses AI fluently to multiply your output, and you measure success by how much good GTM content gets into sellers' hands and how well it aligns to the larger story. This is a build-and-scale role for someone early in their PMM career who wants to grow into solution ownership.

What you'll be doing:

Asset Creation & Scale

• Build core sales and GTM assets — pitch decks, one-pagers, objection-handling guides, discovery content, competitive battlecards and more.
• Build and maintain toolkit content for League's sales plays.
• Produce solution launch assets in support of solutions moving to market, ensuring each has the field-ready content it needs at each GTM stage.
• Use AI tools to scale asset production — drafting, adapting, and iterating faster while keeping quality and on-narrative consistency high.
• Maintain the field-facing asset library — run regular audits, retire stale content, flag claims that drift from current positioning.

Translation & Adaptation

• Translate the portfolio and solution narrative into the right format and altitude for different audiences — seller-facing, prospect-facing, segment-specific.
• Adapt assets across solutions and segments, repurposing a strong core into the variants the field needs.
• Localize and tailor content for specific deals, campaigns, conferences, and partner contexts against defined intake criteria.
• Support packaging and solution commercialization.

Operating Rhythm

• Run day-to-day PMM request intake and triage — score against criteria, set turnaround expectations, keep the queue moving.
• Partner with Solution Owners, Solution Engineering, and Sales Ops to gather the inputs needed to build accurate, useful assets.
• Represent PMM's content work in various touchpoints, ensuring solutions have the assets they need at each stage.

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 we're looking for:

• 3+ years of product marketing experience, ideally B2B healthcare technology or B2B SaaS with a complex sales motion
• Strong track record building sales and GTM assets that get used in the field — decks, one-pagers, battlecards, plays
• Demonstrated fluency leveraging AI to scale and improve marketing work — uses AI tools to produce more, faster, without sacrificing quality or consistency
• Strong, fast writing — can take positioning and turn it into clear, concrete, on-narrative content across formats
• Highly organized; manages multiple concurrent asset requests against deadlines in a fast-moving environment
• Exposure to packaging, pricing narrative, or multi-solution environments a plus
• Interest in AI/platform technology and the ability to learn a technical solution set quickly
• Previous sales or account management experience a plus
• Bachelor’s degree (preferred, not required)

US APPLICANTS ONLY: The US-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 US 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.

Compensation range for USA applicants only

$110,000—$135,000 USD

AI Fluency & Ways of Working

At League, we are an AI-native organization. We expect all employees regardless of role or level to thoughtfully leverage AI to improve the quality, speed, and impact of their work.

What this means in practice:

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

How this scales by level:

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

What we look for:

• Demonstrated experience using AI tools in a practical, responsible way
• Curiosity and openness to experimenting with new technologies
• Ability to balance efficiency with quality and sound judgment

Our employees come from different backgrounds, and we celebrate those differences. We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you.

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 recruitinginfo@league.com.

Our Application Process:

Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain. You have done the hard part of submitting your application; let's do ours by sharing potential next steps

• 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.

Here are some additional resources to learn more about League:

• 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.

Recognize and Avoid Employment scams. Practice safe job searching.

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.

Use of AI Notice
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.

Privacy Policy

Review our Privacy Policy for information on how League is protecting personal data.