Operations Assistant Remote Jobs in Toronto, ON (NOW HIRING)

Directive Consulting is the leading B2B marketing agency for brands that are serious about the metrics that matter most.

With over a decade of expertise and 420+ B2B brands under our belt, we've earned our reputation on real outcomes. We run through 3 divisions: Performance, Communications, and Commerce, all wired to share intelligence and answer to revenue. That system spans everything from Paid Media and Content Marketing, to PR and Paid Social, to Marketplace and Lifecycle Marketing. Tying it all together is our methodology, DiscoverabilityOS™, which aligns brand and demand to guide your ICP to choose you across every decision point.

We move fast. We think boldly. We hire people who challenge the status quo, build campaigns worth talking about, and make bold brands impossible to ignore. If you live for performance, love solving hard problems, and want your work to actually mean something, you'll fit right in.

About The Role

We’re looking for an experienced HR Professional, who is passionate about maintaining and improving the HR function. Success in this role requires a blend of operational excellence and agility, with hands-on execution. You will need to thrive as a team player, working collaboratively to bring thoughtful, adaptable solutions to life.

Our ideal candidate can handle pressure and a heavy workload because they are obsessed with continually improving their skills. The HR Generalist supports day-to-day human resources operations across both Canada and the United States. This role plays a key part in ensuring smooth HR processes, compliance with local labor laws, and a positive employee experience. The ideal candidate is detail-oriented, organized, and comfortable working in an international environment with varying regulations and practices.
*Please note internally the formal title is Employee Experience Manager

Roles & Responsibilities:

HR Operations & Administration:

• Maintain accurate and up to date employee records in HRIS systems for both Canadian and US employees

• Support onboarding and offboarding processes, including documentation, system setup, and general onboarding coordination

• Prepare HR documents such as employee verification letters, policy updates

• Respond to employee inquiries related to HR policies, benefits, and procedures

Compliance & Documentation:

• Ensures the company's compliance with federal, provincial, and local employment laws and regulations, and recommended best practices; reviews policies and practices to maintain compliance in Canada (and the US)

• Assist with audits and reporting requirements

• Track and manage work authorizations, visas

Payroll & Benefits:

• Process US and Canadian payroll ensuring accurate data and timely processing

• Register in required Provinces/States

• Support benefits administration, including enrollments, changes

• Act as a liaison with benefits providers in Canada and the US

Employee Experience:

• Support employee engagement initiatives and internal communications

• Help coordinate HR-related events

• Promote an inclusive culture across countries

What You’ll Bring:

• 5+ years of experience working in Human Resources

• Employee relations experience

• Payroll and tax knowledge

• Knowledge of a wide range of human resource practices, including compliance, leave management, benefits management, vendor relationships

• Ideally strong knowledge of both CAN and US HR practices

• Excellent organizational skills and attention to detail

• Strong analytical and problem-solving skills

• Ability to act with integrity, professionalism, and confidentiality

• Thorough knowledge of employment-related laws and regulations

• Solid time management skills and strong ability to prioritize workload

• Ability to work in a fast-paced, open, entrepreneurial environment

What We Offer:

Compensation for this role includes a competitive base salary

• 🙏 Medical, dental, vision plans, disability, and life insurance coverage for you and your family that fit your lifestyle

  • Including a 100% employer-paid plan for you and a 50% employer contribution for your dependents (US, CAD, MX)

• Benefits to Support the Whole Person:

  • 🧠 Mental - Access to certified therapists through Spring Health, membership to Headspace

  • 💪 Physical - Physical therapy through Omada, thousands of Aaptiv virtual workouts, complimentary One Medical membership for primary and virtual care

  • 🛫 Time Off - Unlimited PTO (2-week minimum), Paid Company Holidays, Your Birthday Off, End of Year Recharge (Closed December 24 - January 1), Paid Parental Leave

  • 💰 Financial - Traditional and Roth 401(k) with a 3% company match

  • 🌟 Bonus - Annual bonus based on tenure, which scales in total amount over time

  • 🌴 Annual Company-wide Retreat

Work Environment Requirements

As a remote-first company, you’ll have the ability to work from your home office. For some positions, as posted, we will accommodate global opportunities where we have established businesses, including Canada, Mexico, and the UK. For global locations, you must have established and current work authorization and permanently reside in that country.

This role has the opportunity to operate 100% virtually from your home office. We primarily collaborate with our colleagues through virtual meetings (Zoom), and Slack. In this role, you will be required to operate a laptop computer (PC or Mac available), computer software platforms, and other office productivity tools as necessary. Due to the nature of this role, you must be able to remain stationary for extended periods, must be able to observe and interpret written and/or verbal communication, must have reliable internet access, and a professional background.

To perform this job successfully, an individual must be able to perform each essential job duty satisfactorily. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform essential job functions.

If you require reasonable accommodations in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, direct your inquiries to recruiting@directiveconsulting.com.

Additional Information

At Directive, one of our core values is People First. We’re committed to fostering a more diverse and inclusive culture in the digital landscape. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. #LI-DC1