SkyPrep is a profitable and growing B2B SaaS company delivering a modern learning management system to mid-market organizations. Our mission is simple: The LMS Without the Mess.

We are looking for a Product Manager to define what we build and why. This role is focused on deeply understanding customer workflows, translating problems into clear product direction, and driving execution from idea to impact.

You will be responsible for owning product priorities, shaping strategy, and delivering high-quality product outcomes grounded in real customer needs.

Define and maintain a clear, outcome-driven product roadmap

Prioritize work based on customer impact, business goals, and value vs. effort

Identify key workflows, capabilities, and gaps across the product

Make clear tradeoffs on what to build now, later, or not at all

Align product direction with retention, expansion, and support efficiency

Translate product vision into a cohesive, executable strategy

Problem Discovery & Definition

Translate customer requests into underlying problems and goals

Validate opportunities using customer feedback, usage data, and business impact

Understand how customers work today (tools, workflows, constraints)

Identify the smallest valuable solution and iterate over time

Stay close to customer conversations, support signals, and sales insights

Product Specification & Execution

Produce clear, detailed product requirements that engineering can execute confidently

Define problem, user, value, workflow, constraints, and success metrics

Ensure solutions align with real customer workflows and mental models

Design scalable, reusable solutions across similar use cases

Anticipate edge cases and system behaviours across the product

Collaboration with Engineering, Design & GTM





Work closely with Engineering to deliver high-quality, scalable solutions

Partner with Design to create intuitive, user-centered experiences

Align with Support, Sales, and Marketing on product direction and rollout

Communicate clearly what is being built, why it matters, and expected outcomes

Maintain strong cross-functional alignment across teams

Outcome Measurement & Iteration

Monitor adoption, usage, and customer impact post-launch

Continuously iterate based on real-world data and feedback

Drive product improvements based on measurable outcomes

What Success Looks Like

Explicit, prioritized roadmap tied to business impact

Product decisions grounded in real customer workflows

High-quality specifications that reduce ambiguity and rework

Strong alignment between product, engineering, and design

Features that match how customers actually work

Measurable improvements in adoption, retention, and satisfaction

What We’re Looking For

2+ years of Product Management experience (B2B SaaS preferred)

Strong ability to define product strategy and prioritize effectively

Experience translating customer needs into clear product requirements

Deep understanding of customer workflows and enterprise use cases

Strong decision-making skills and comfort operating with uncertainty

Excellent written and verbal communication skills

Experience working cross-functionally with Engineering, Design, and GTM teams

Nice to Have

Experience with LMS platforms or training workflows

Familiarity with integrations, reporting, permissions, and multi-tenant SaaS

Exposure to product analytics and data-driven decision making

Salary & Benefits

Extended health and dental coverage

Unlimited PTO

Flexible hybrid work environment

High ownership and direct impact on product direction

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📌 Product Manager (Ontario)
🏢 SkyPrep LMS
📍 Ontario