[Hiring] Senior Product Manager @Checkfront

Role Description

As a Senior Product Manager, you'll turn customer insight, business context, and technical possibilities into clear product direction and own the delivery end-to-end.

• Own roadmap, prioritization, delivery, and product outcomes for one or more areas of Manifest.
• Develop a deep understanding of our customers, their businesses, and the tours and activities industry.
• Lead discovery with customers, internal stakeholders, support teams, sales, customer success, and go-to-market partners.
• Translate customer problems, business goals, and operational complexity into clear product direction.
• Define product requirements, success metrics, release scope, and tradeoffs.
• Partner closely with engineering to shape pragmatic, high-quality solutions, and help sequence and drive delivery.
• Work closely with front-end engineers on user flows, interaction details, edge cases, and product polish.
• Use AI-assisted tools, lightweight prototypes, wireframes, diagrams, and sketches to clarify product ideas and reduce ambiguity.
• Help raise the bar for UX quality, including in areas without a dedicated Product Designer.
• Create clear product artifacts: problem statements, opportunity briefs, product specs, workflow diagrams, acceptance criteria, launch plans, and release notes.
• Balance customer value, business impact, technical constraints, and delivery realities.
• Communicate product direction clearly across Product, Engineering, Customer Success, Sales, Marketing, and leadership.
• Collaborate with Product leadership on strategy while taking ownership of day-to-day product execution.

Qualifications

• Significant Product Management experience, ideally in a B2B or B2B2C SaaS environment.
• A track record of owning roadmap, prioritization, and delivery for meaningful product areas.
• Strong product judgment: you can move from ambiguous problems to coherent product direction.
• Strong written communication and the ability to create clear, actionable product specs.
• A measurement-driven approach to product, defining success metrics up front and proving the impact of changes quantitatively.
• Fluency and enthusiasm for AI-assisted product work using tools like Claude, Cursor, v0, Figma, or FigJam to prototype, explore, and communicate ideas.
• A technical background, former engineering experience, or strong technical fluency; enough to understand the product deeply and partner closely with engineers on technically nuanced, UI-heavy areas.
• Comfort owning delivery and project execution on small teams alongside product vision.
• Experience leading discovery, evaluating opportunities, and making thoughtful tradeoffs.
• Strong UX instincts and an eye for product quality, usability, workflow design, and polish.
• Familiarity with modern front-end patterns, design systems, HTML, CSS, or component-based product development.
• Experience with complex workflows, operational tools, booking flows, ecommerce, marketplaces, or other transaction-heavy SaaS products.
• Ability to operate effectively in ambiguity and bring structure to undefined problems, including in zero-to-one / startup-mode environments.
• A pragmatic, collaborative operating style.

Nice to Have

• Experience in travel, tourism, activities, hospitality, reservations, ecommerce, or booking platforms.
• Experience working on developer-adjacent products or platforms.
• Experience in a scale-up environment where product, design, and engineering responsibilities are highly collaborative.
• A track record of using AI tools to accelerate product discovery, prototyping, analysis, or specification in a real production setting.
• Experience with analytics, experimentation, funnel optimization, SEO, or conversion-focused product work.

Benefits

• The salary range for this position is $130,000 - $170,000 CAD, commensurate with experience.