Senior Engineering Manager (AI)

TL;DR

Senior Engineering Manager (AI): Leading and scaling a team building AI-native document generation workflows with an accent on driving execution across complex, mission-critical initiatives and guiding technical decision-making in architecture and AI integration. Focus on balancing strategic leadership with hands-on technical contribution to scale AI-driven products in production environments.

Location: Hybrid, must be based in Toronto and work from the office three days per week. The company offers benefits for US-based and Canada-based employees.

Salary: CA$179,000–CA$314,000 (with equity) or US$232,000–US$375,000 (with equity)

Company

hirify.global is a fast-growing vertical SaaS company using AI to empower personal injury lawyers and victims to secure better outcomes.

What you will do

• Lead and scale a team building AI-native document generation workflows.
• Drive execution across complex, mission-critical initiatives tied to core products.
• Partner with Product, Design, Legal, and Operations to deliver high-quality, customer-centric solutions.
• Guide technical decision-making across architecture, system design, and AI integration.
• Foster a culture of ownership, accountability, collaboration, and continuous learning.
• Recruit, mentor, and develop engineers through regular feedback and career development.

Requirements

• 4+ years of direct people-management experience leading software engineering teams.
• Proven ability to ship and scale complex, high-quality software systems.
• Strong technical background with experience in distributed systems and modern backend architectures.
• Demonstrated success balancing strategic leadership with hands-on technical contribution.
• Experience leading teams in fast-paced, high-growth environments.
• Excellent communication skills and ability to influence across cross-functional partners.

Nice to have

• Experience or strong interest in AI/ML, LLM-based systems, or legal tech.
• Background in AI-native or social impact–driven products.

Culture & Benefits

• Choice of medical, dental, and vision insurance plans for you and your family.
• Flexible paid time off, sick leave, short-term and long-term disability.
• 10 US observed holidays, and Canadian statutory holidays by province.
• A home office stipend.
• 401(k) for US-based employees and RRSP for Canada-based employees.
• Paid parental leave and a local in-person meet-up program.