Aspire Software is seeking an AI lead to join our growing team in the Canada!
Aspire Software, an operating group of Valsoft Corporation, acquires, builds, and grows vertical market software companies around the world. Each brand operates with entrepreneurial autonomy while benefiting from shared expertise, leadership, and collaboration across our global portfolio.
The AI Lead is responsible for identifying, building, validating, and scaling AI-powered product solutions that drive real customer and business outcomes. This role is hands-on and AI-first. An AI Lead does not operate through documents, tickets, or handoffs. They build working solutions using AI, engage directly with customers, and iterate rapidly based on real-world feedback.
The AI Lead does everything an AI Product Engineer does - plus owns customer discovery, validation, prioritization, and measurable impact.
· Build working product solutions using AI as the primary execution medium
· Rapidly prototype, iterate, and refine solutions to validate ideas early
· Use AI agents for requirements analysis, design exploration, implementation, and testing
· Move from problem understanding to working solution without reliance on legacy SDLC rituals
· Engage directly with customers to understand workflows, pain points, and unmet needs
· Use live demos and working prototypes to drive customer conversations
· Validate solutions through real usage, not assumptions or opinions
· Build trust by clearly explaining AI behavior, limitations, and tradeoffs
· Frame problems clearly and precisely before execution
· Identify new AI-powered solution opportunities and revenue potential
· Evaluate ideas based on impact, feasibility, and learning velocity
· Use experimentation to discard weak ideas quickly
· Define success in terms of adoption, retention, efficiency, and revenue impact
· Prioritize initiatives based on outcomes, not feature volume
· Continuously assess whether solutions are creating real value
· Own the full lifecycle from idea to impact
· Work closely with AI Product Engineers and AI Developers within AI Pods
· Align engineering, design, and data efforts around outcomes
· Communicate clearly with internal stakeholders
· Represent the product externally with credibility and clarity
· Not a backlog or roadmap-only role
· Not a handoff-based product manager
· Not a requirements writer detached from execution
· Strong ability to build working software using AI tools
· Proven experience rapidly prototyping and iterating on product ideas
· Deep understanding of probabilistic AI systems and guardrails
· Ability to reason about systems end-to-end
· Experience engaging directly with customers
· Ability to identify business and revenue opportunities
· Strong product judgment and taste
· Comfort prioritizing under uncertainty
· Ability to explain complex AI behavior clearly and honestly
· Strong storytelling grounded in real system behavior
· Comfortable leading through influence rather than authority
#AspireSoftware

As a leading player in vertical market software (VMS), Valsoft combines industry expertise with a unique buy-and-hold investment philosophy, managing a growing portfolio of companies that benefit from decentralized leadership and operational autonomy. We actively support our businesses, guiding them in their growth and evolution into market leaders.
Headquartered in Montreal with a global presence, Valsoft is committed to building a legacy of excellence by prioritizing sustainable growth and operational efficiency. Our long-term vision, driven by entrepreneurial spirit and disciplined execution, ensures we create lasting value for our portfolio companies, their customers, and the industries they serve. For more information, visit valsoftcorp.com.
-
En tant qu'acteur de premier plan dans le domaine des logiciels pour marchés verticaux (LMV), Valsoft allie expertise sectorielle et une philosophie d'investissement unique axée sur l'acquisition et la conservation. Nous gérons un portefeuille croissant d'entreprises qui bénéficient d'un leadership décentralisé et d'une autonomie opérationnelle. Nous soutenons activement nos entreprises en les accompagnant dans leur croissance et leur évolution en leaders de leur secteur.
Basée à Montréal et présente à l'échelle mondiale, Valsoft s'engage à bâtir un héritage d'excellence en priorisant la croissance durable et l'efficacité opérationnelle. Notre vision à long terme, portée par un esprit entrepreneurial et une exécution rigoureuse, nous permet de créer une valeur durable pour nos entreprises, leurs clients et les industries qu'elles desservent. Pour plus d'informations, visitez valsoftcorp.com.