Senior Product Manager, SaaS Agentic Workflows

Jobtailor; Toronto; On-site; CAD 120,000 - 180,000; Full time

Job summary

Jobtailor is seeking a senior product manager to define and execute a compelling vision for agent-assisted FSM workflows. You will own the roadmap, lead discovery, and work with engineering, design, GTM, and leadership to deliver measurable outcomes.

You will translate AI capabilities into contractor-grade experiences, design human-in-the-loop UX, and drive fast, iterative experimentation in a SaaS environment.

Qualifications

• 5+ years in product management, ideally in B2B SaaS.
• Experience running and shipping experiments in live products.
• PLG experience is a plus.
• Understanding SMB workflows in trades, construction, or service industries is a plus.
• Strong understanding of SaaS metrics and product performance drivers.
• Proven ability to influence cross-functional teams to deliver outcomes.
• Excellent communicator, able to engage stakeholders and senior leadership.
• Proficiency with agile and PLG tools (Jira, ProductBoard, Optimizely, Amplitude, Looker, Heap).
• Strong analytical, problem-solving, and prioritization skills.
• Comfortable in a fast-paced environment, balancing multiple initiatives.

Responsibilities

• Define and communicate a compelling product vision for agent-assisted FSM workflows.
• Own the roadmap and ensure delivery of measurable outcomes.
• Prioritize work based on customer and business impact.
• Establish data-driven trade-offs and decision-making mechanisms.
• Lead customer discovery, interviews, and usability testing.
• Oversee the full product lifecycle from discovery to launch and iteration.
• Design human-in-the-loop UX for AI-driven actions and trustworthy experiences.
• Partner with platform and AI teams to deliver cross-functional releases.
• Drive cross-functional collaboration to deliver high-quality releases.

Skills

Product management

Experimentation

Cross-functional influence

SaaS metrics

Analytical thinking

Prioritization

Communication

Agile tools

Tools

Jira

ProductBoard

Optimizely

Amplitude

Looker

Heap

Job description

• Define and communicate a compelling product vision for agent-assisted FSM workflows, aligned with company goals and contractor needs.
• Own the roadmap and ensure delivery of measurable outcomes.
• Prioritize work based on customer and business impact, not just feature output.
• Establish clear mechanisms for data-driven trade-offs and decision-making.
• Deep customer & market understanding.
• Become an expert on our users and market dynamics.
• Lead customer discovery, interviews, and usability testing.
• Oversee the full product lifecycle.
• Define and own agent-assisted workflows across Jobs, Scheduling, Customer Communications, and Payments from discovery to launch and iteration.
• Design human-in-the-loop UX for AI-driven actions.
• Translate AI capabilities into trustworthy, contractor-grade experiences.
• Own failure modes, edge cases, and recovery paths in automated workflows.
• Partner with platform and AI teams through a product and UX lens.
• Own integrations and foundational capabilities that enable agentic FSM workflows.
• Drive cross-functional collaboration to deliver timely, high-quality releases.
• Run and ship experiments that test hypotheses, validate assumptions, and accelerate learning.

Requirements

• 5+ years in product management, ideally in B2B SaaS.
• Experience running and shipping experiments in live products.
• PLG experience is a plus.
• Understanding SMB workflows in trades, construction, or service industries is a plus.
• Strong understanding of SaaS metrics and product performance drivers.
• Proven ability to influence cross-functional teams (engineering, design, GTM, Leadership, other product teams) to deliver outcomes.
• Excellent communicator, able to engage both stakeholders and senior leadership.
• Proficiency with agile, product/PLG tools (Jira, ProductBoard, Optimizely, Amplitude, Looker, Heap, etc.).
• Strong analytical, problem-solving, and prioritization skills.
• Comfortable in a fast-paced environment, balancing multiple initiatives.

Core Competencies

Demonstrates expertise in product management with a focus on agent-assisted workflows, customer discovery, and data-driven decision-making. Proficient in leading cross-functional teams to deliver high-quality SaaS products while ensuring alignment with business goals and user needs.