Senior Product Manager

Own the Scout product roadmap, direction, sequencing, and alignment with company objectives
Define analyst workflows end-to-end across modeling, comps, and research
Work directly with engineering and design daily
Write actionable specifications and participate in technical design discussions
Make real-time product decisions as new constraints emerge
Drive repeat usage and durable retention around the quarterly earnings cycle
Define healthy engagement metrics, instrument the product, and increase repeat behavior
Evaluate AI output quality through evaluation frameworks and accuracy and confidence standards
Conduct analyst discovery through user interviews and workflow observation
Enable sales and customer success teams with product context
Stay close to the field and identify product issues
Prototype and pressure-test ideas using AI tools
Validate or reject hypotheses with customers before consuming engineering resources
Requirements   5+ years of product management experience
Owned an AI product or complex workflow product end-to-end as the owner
Experience shipping LLM-powered products
Ability to explain problems and changes involving evals, tool design, retrieval, or prompting
Close collaboration with engineers and understanding of implementation tradeoffs
Experience partnering with designers through disagreement and making UX decisions
Comfortable conducting discovery with expert users and changing the roadmap based on research
Experience building for expert users in a technical domain
Direct exposure to financial workflows, Excel-native products, or data-heavy tools is a strong plus
Clear writing and direct communication
Experience in a startup or early-stage environment
Daily use of AI tools
Ability to work in Toronto, Canada
Core Competencies  Demonstrates expertise in product management with a focus on AI and complex workflows, driving product strategy and user engagement through data-driven decision-making and collaboration with engineering and design teams.
Highest-signal resume keywords   Product Management Experience
AI Product Ownership
LLM-Powered Product Shipping
Financial Workflow Exposure
User Discovery and Research
ATS Optimization Keywords  Hard Skills   Product Roadmap Development
Analyst Workflow Definition
Specification Writing
AI Tool Prototyping
Data Analysis
User Interviewing
Evaluation Frameworks
UX Decision Making
Technical Design Discussions
Engagement Metrics Definition
Soft Skills   Clear Writing
Direct Communication
Collaboration
Problem-Solving
Adaptability
Industry Keywords   Startup Environment
Financial Workflows
User Experience (UX)
Technical Domain Expertise
Tools & Technologies   AI Tools
Excel
Data-Heavy Tools

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