- 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
- Explicit 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

📌 Senior Product Manager (Toronto)
🏢 Jobtailor
📍 Toronto