Director, Product Marketing - Growth Enablement

Director, Product Marketing - Growth Enablement

Founded in 2014, League is the leading healthcare consumer experience platform, powered by artificial intelligence, reaching more than 63 million people around the world and delivering the highest level of personalization in the industry. Payers, providers, and consumer health partners build on League's platform to deliver high-engagement healthcare solutions proven to improve health outcomes. League has raised over $285 million in venture capital funding to date, powering the digital experiences for some of healthcare's most trusted brands, including Highmark Health, Manulife, Medibank, and Shoppers Drug Mart.

Position Summary

This is a pivotal leadership role designed for a strategic, execution-obsessed product marketer ready to build a world-class growth enablement function. You will be the architect of a program that dramatically increases the productivity and effectiveness of our revenue teams. You'll be the driving force behind a collaborative, data-driven approach to enablement, with a mission to ensure our go-to-market teams are equipped, trained, and empowered to deliver exceptional value to our prospects and customers.

You will report directly to the AVP of Product Marketing and work closely with GTM leadership. Your ultimate goal is to build and scale a world-class enablement function that empowers our teams with the knowledge, tools, and content they need to effectively sell and expand our solutions.

In This Role, You Will :

• Architect the Enablement Strategy & Roadmap : In close partnership with GTM leadership, define the vision, strategy, and priorities for the growth enablement function. Build and own the comprehensive enablement strategy and calendar to align with revenue goals.
• Curate a World-Class Content Library : Partner with upstream / downstream PMMs who own creation of assets to curate a dynamic library of high-impact sales resources. The library will include pitch decks, battlecards, demo scripts, case studies, and ROI tools, ensuring they are always fresh, accessible, and effective.
• Deliver High-Impact Training & Programs : Lead the design and delivery of engaging training programs, from new hire onboarding to continuous learning. Own the agenda and execution for major GTM events like the quarterly growth summits and the annual sales kick-off (SKO).
• Pioneer AI-Powered Enablement : Lead the charge in leveraging AI to create and deliver cutting-edge enablement programs. This includes exploring and implementing solutions for personalized, just-in-time learning, role-playing simulations, and intelligent content recommendations.
• Measure and Optimize for Impact : Define and track the KPIs that matter. Go beyond content usage to measure direct impact on business outcomes like win rates, sales cycle length, and deal size.
• Leverage Healthcare Product Marketing Expertise : Bring your expertise in healthcare to the product marketing lifecycle and collaborate with your direct team and cross-functional teams to accelerate League's growth.

Team Collaboration

You will be a core member of our product marketing leadership team, working alongside the director of product marketing for upstream and the director of product marketing for downstream. While they own the GTM strategies for their respective areas and are responsible for core content, you will establish the enablement strategy and execution plan for the entire team, ensuring our go-to-market efforts are seamlessly supported with best-in-class enablement.

About You :

Security-Related Responsibilities :

Compensation range for USA applicants only : $202,500 - $247,500 USD

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 :

Here are some additional resources to learn more about League :

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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