About The Role We are looking for a Senior Director, Product Marketing to lead our global Product Marketing function and define how we bring our platform and agentic AI innovations to market. Reporting to the VP, Marketing, you will sit at the intersection of Product, Sales, Customer Success, and Marketing, building an AI-enabled go-to-market strategy that accelerates our Enterprise expansion while sustaining strong growth in the Mid-market segment. You will evolve our solution marketing approach, turn market and customer insights into clear, differentiated narratives, and ensure our teams are equipped to communicate business value and outcomes – not just features – to prospects and customers. What You'll Do Lead and grow the Product Marketing team responsible for go-to-market strategy, pricing and packaging, messaging, positioning, content creation, and sales enablement. Define and champion a solution marketing approach that clearly articulates AlayaCare's value proposition across key segments in Canada and the US, aligned with company and revenue goals. Centralize market knowledge across segments, competitors, regulations, and buyer needs, and use these insights to inform priorities, positioning, and investment decisions. Build and implement an AI-first product marketing strategy that uses AI responsibly to improve operational efficiency, deepen customer insights, and scale effective messaging. Own go-to-market strategy and execution for new products and features, aligning stakeholders in Product, Sales, Customer Success, and Marketing around clear launch plans and success metrics. Partner with Product, Revenue and regional market leaders to define and communicate where to focus (and where not to invest) across Enterprise and Mid-market segments. Develop and continually refine high-impact sales enablement assets, including value-based pitch and ROI decks, advocacy and reference materials, and competitive battle cards. Lead the collection and amplification of voice-of-market and voice-of-customer insights, including owning Customer Advisory Board programs, to guide product roadmaps and go-to-market. Own customer segmentation strategy so that messaging, packaging, and campaigns are tailored to the needs, buying behaviours, and personas within each target segment. Lead pricing strategy and competitive benchmarking to ensure alignment with business goals and maximize revenue potential across our portfolio. Partner closely with Customer Growth and Customer Success to design retention and expansion plays that drive account growth and customer value realization. Collaborate with Demand Generation and the broader marketing team on targeted campaigns that drive awareness, demand, and pipeline across priority segments. Track, report on, and optimize the performance of product marketing initiatives using data to measure impact on pipeline development, win rates, and revenue growth. What You Bring to the Team 10+ years of product marketing experience in B2B SaaS, including at least 5 years in a leadership role owning teams and cross-functional outcomes. Proven success leading product marketing for both Enterprise and Mid-market customers, including designing and scaling effective GTM strategies for Enterprise. Demonstrated ability to lead messaging strategy and build frameworks that span the full customer journey with clear, differentiated value propositions. Deep understanding of B2B SaaS product marketing disciplines: positioning and storytelling, pricing and packaging, competitive analysis, segmentation, and revenue enablement. Experience operating in a rapidly scaling environment, with a track record of bringing structure, clarity, and focus to complex stakeholder groups. Strong leadership skills with the ability to hire, develop, and inspire a high-performing team. Excellent communication skills, with the ability to translate complex product and AI concepts into clear, compelling narratives for both technical and non-technical audiences. Exceptional cross-functional collaboration skills and the ability to influence and align leaders across Product, Sales, Customer Success, Finance, and Marketing. Analytical mindset and comfort working with data to surface insights, test hypotheses, and continuously refine GTM strategies. Demonstrated working knowledge of AI and agentic approaches, with practical examples of how you have applied AI tools and techniques to improve day-to-day work and marketing impact. Bachelor's degree in Engineering, Marketing, Business, or a related field; an MBA or advanced degree is an asset. Experience in vertical SaaS and/or healthcare software is considered an asset. Location and Work Model This role is based in the Greater Toronto Area. At AlayaCare, our hybrid model includes set in-office collaboration days at our Toronto office, and it is expected that team members are present in the office on those days to foster connection, innovation, and teamwork. Benefits That Matter Equity in a well-funded, scaling company. Comprehensive health benefits, telemedicine, and lifestyle spending accounts. Parental leave top‑up and family support programs. We’re committed to creating a workplace where everyone belongs. If you require accommodation during the application process, please reach out to #J-18808-Ljbffr