People Operations & Compliance Specialist

Jobgether; Toronto; Hybrid; CAD 114,000 - 143,000; Full time

Benefits offered by this job

Competitive salary: USD 80,000–100,000

Equity opportunities

Healthcare coverage

RRSP matching

Paid time off

Parental leave

Wellness benefits

Remote work flexibility with Toronto‑c

Professional growth

Innovative environment

Collaborative culture

Job summary

Jobgether is seeking a hands-on People Operations & Compliance Specialist based in Canada to strengthen HR operations across multi-jurisdictional compliance. You will own complex HR matters, including payroll, benefits, policy development, and employee administration, while exploring AI-powered approaches to streamline processes within a lean team.

The role emphasizes independent problem-solving, strong communication, and adaptability in a fast-paced environment, with remote flexibility and a

Qualifications

• Bachelor's degree in Human Resources, Business Administration, or related discipline.
• Minimum of 2 years of hands-on HR generalist experience.
• Experience managing mult istate or multi-jurisdictional employment compliance.
• Strong working knowledge of HR administration, payroll processing, employee benefits, leave management, and employment documentation.
• Direct experience executing HR operational tasks, including payroll entries, compliance filings, policy drafting, and employee administration.
• Experience in lean, fast-paced organizations with cross-functional responsibilities.
• Ability to translate regulations into practical internal policies and procedures.
• Strong organizational and analytical skills with attention to confidentiality.
• Excellent communication and interpersonal skills; discretion and professionalism.
• Proactive, independent problem-solving with initiative.
• Adaptability to changing priorities and workloads.
• Genuine enthusiasm for AI and automation in HR.

Responsibilities

• HR Compliance Management across multiple jurisdictions and updating policies.
• Policy development and alignment with employment laws.
• Lead annual HR compliance audit and employee handbook reviews.
• Payroll and benefits support; handle escalated inquiries.
• Oversee HR operations and support payroll/administration team.
• Identify opportunities to streamline HR workflows and internal controls.
• Explore and implement AI-driven HR solutions to reduce repetitive tasks.
• Act as a trusted resource for employees and stakeholders.
• Expand responsibility toward broader day-to-day HR operations management.

Skills

HR generalist

multi-jurisdiction compliance

HR administration

payroll processing

employee benefits

leave management

employment documentation

interpret employment regulations

analytical skills

communication & interpersonal skills

sound judgment

problem solving

adaptability

enthusiasm for AI

hands-on mindset

Education

Bachelor's degree in HR / Business Administration

Job description

This position is listed on behalf of a partner company, which manages all applications and next steps. Our partner is looking for a People Operations & Compliance Specialist based in Canada.

We are seeking a hands‑on People Operations & Compliance Specialist to strengthen HR operations and support a rapidly growing, technology‑driven organization. In this role, you will take ownership of complex HR matters, including multi‑jurisdictional employment compliance, policy development, payroll, benefits, and employee administration. You will play a key role in ensuring that HR processes remain accurate, compliant, and scalable as the organization continues to expand. Working within a lean, fast‑paced People team, you will handle sensitive employee matters, resolve escalated issues, and provide practical guidance to internal stakeholders. You will also help transform traditional HR workflows by exploring and implementing AI‑powered solutions to improve efficiency and reduce repetitive administrative work. This is an excellent opportunity for an independent HR professional who enjoys solving complex problems, taking initiative, and shaping the future of people operations.

Accountabilities

• HR Compliance Management: Monitor employment legislation and regulatory changes across multiple jurisdictions, identify compliance requirements, and ensure relevant policies and procedures are updated and implemented consistently across employee classifications and compensation structures.

• Policy Development: Draft, review, and maintain HR policies, employee guidelines, and internal procedures to ensure alignment with applicable employment laws and organizational requirements.

• Compliance Audits: Lead the annual HR compliance audit and employee handbook review, taking ownership of the process from initial assessment through implementation of necessary updates.

• Payroll and Benefits Support: Handle escalated payroll, benefits, and employee leave inquiries, providing accurate guidance and resolving complex situations that require sound judgment and practical HR expertise.

• HR Operations Oversight: Review and support the work of Payroll and HR Administration team members, helping resolve operational challenges and ensuring accuracy, consistency, and compliance.

• Process Improvement: Evaluate existing HR workflows and identify opportunities to streamline processes, strengthen internal controls, and improve the overall employee experience.

• AI Integration: Explore and implement AI‑driven approaches to HR operations, rethinking traditional workflows and leveraging automation to reduce repetitive tasks and improve operational efficiency.

• Employee Support: Act as a trusted resource for employees and internal stakeholders, addressing sensitive HR matters professionally and ensuring appropriate handling of complex requests.

• Operational Development: Gradually expand responsibility toward broader ownership of day‑to‑day HR operations management, contributing to the development of scalable people processes and practices.

Requirements:

• Bachelor's degree in Human Resources, Business Administration, or a related discipline. A bachelor's degree in any field is acceptable.

• Minimum of 2 years of hands‑on HR generalist experience, preferably in an in‑house People Operations or Human Resources function.

• Demonstrated practical experience managing multi‑state or multi‑jurisdictional employment compliance, including direct involvement in researching requirements, drafting policies, and implementing regulatory updates.

• Strong working knowledge of HR administration, payroll processing, employee benefits, leave management, and employment documentation.

• Direct experience executing HR operational tasks, including payroll entries, compliance filings, policy drafting, and employee administration, rather than exclusively reviewing or supervising the work of others.

• Experience working in a lean, fast‑paced organization where responsibilities span multiple HR functions and require independent problem‑solving.

• Ability to interpret employment regulations, identify potential compliance risks, and translate legal and regulatory requirements into practical internal policies and procedures.

• Strong organizational and analytical skills, with exceptional attention to detail and the ability to manage confidential employee information accurately.

• Excellent communication and interpersonal skills, with the ability to explain HR policies, address employee concerns, and manage sensitive situations with professionalism and discretion.

• Proven ability to exercise sound judgment, take initiative, and independently resolve complex operational challenges.

• Adaptability and resilience when managing changing priorities, growing workloads, and evolving organizational requirements.

• Genuine enthusiasm for AI and emerging technologies, with an interest in applying AI tools and automation to improve HR processes and operational effectiveness.

• A proactive, hands‑on mindset and willingness to contribute directly to both strategic improvements and day‑to‑day administrative responsibilities.

Benefits:

• Competitive annual salary: USD $80,000–$100,000, with final compensation determined by relevant skills, experience, qualifications, location, and market conditions. Canadian compensation may vary.

• Equity opportunities: Potential eligibility for stock options as part of the overall compensation package.

• Comprehensive healthcare coverage: Health, dental, and vision insurance for eligible full‑time employees.

• Retirement savings: Registered Retirement Savings Plan (RRSP) with employer matching for eligible Canadian employees.

• Paid time off: Vacation and paid leave benefits.

• Paid parental leave: Support for employees during important family milestones.

• Wellness benefits: Additional programs and resources designed to support employee wellbeing.

• Remote work flexibility: Opportunity to work remotely, with access to an office environment in Toronto for employees who prefer in‑person or hybrid collaboration.

• Professional growth: Opportunity to take ownership of HR operations and progressively expand into broader operational leadership responsibilities.

• Innovative environment: Exposure to AI‑powered technologies and the opportunity to help modernize HR processes within a growing technology business.

• Collaborative culture: Work alongside a small, ambitious, and supportive team that values initiative, accountability, continuous learning, and professional development.

How Jobgether works:

We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top‑fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.

We appreciate your interest and wish you the best!

Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.