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Benefits Specialist

6 hours ago

Toronto, Ontario, Canada Questrade Financial Group Full time $63,000 - $68,000

Questrade Financial Group (QFG), through its companies - Questrade, Inc., Questrade Wealth Management Inc., Community Trust Company, Zolo, and Flexiti Financial Inc., provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, real estate services, financial services and more. Questrade uses cutting-edge technologies to develop innovative products that give customers better, more affordable ways to take control of their money. 
 
We are everything a traditional financial institution is not. At QFG, you will be constantly moving forward, bringing the future of fintech into existence. You will be a part of a collaborative team that cares deeply about our mission and each other. Your team members will help you conquer challenges, push boundaries and discover what you are truly capable of.
 
At QFG, we have a culture of innovation where technology serves people—both our team and our customers. We see AI as a collaborative and transformative enabler, and we are seeking forward-thinking individuals who can effectively integrate it into their daily work. The ideal candidate will be a catalyst for change, helping us use AI to create a more efficient and rewarding employee experience while also developing cutting-edge solutions that delight and serve our customers. Join us in shaping a future where AI empowers our team to do their best work and helps us deliver unparalleled customer experiences. 

This is a place where you can explore, discover and learn with continuous growth. As a diverse and inclusive place to work, with a hybrid working environment you can unleash your creativity and curiosity with no limits. If you share the same sense of infinite possibility, come shape your future at QFG.

What's in it for you as an employee of QFG?

  • Health & wellbeing resources and programs 
  • Paid vacation, personal, and sick days for work-life balance
  • Competitive compensation and benefits packages
  • Work-life balance in a hybrid environment with at least 3 days in office
  • Career growth and development opportunities
  • Opportunities to contribute to community causes
  • Work with diverse team members in an inclusive and collaborative environment

This job posting is for an existing vacancy.

We're looking for our next Benefits Specialist. Could It Be You?

The Benefits Specialist will provide day-to-day administrative support to the Total Rewards team, including processing benefits transactions and providing professional and quality customer service to employees of Questrade. 

As a member of the Total Rewards team, the Benefits Specialist will play an active role in both the team and within the broader organization. The Benefits Specialist is responsible for managing employee benefits programs, with a strong focus on full‑cycle disability and accommodation administration. From overseeing enrollment, terminations, and changes to leading benefits information sessions, the Benefits Specialist ensures a positive employee experience at every touchpoint.

Need more details? Keep reading…

In this role, responsibilities include but are not limited to: 

  • Administer disability and accommodation cases end‑to‑end, including intake, coordination with internal and external stakeholders, and follow‑up
  • Conduct audits of disability and accommodation cases to ensure consistency and compliance
  • Process benefits transactions for new hires, transfers, changes, and terminations
  • Perform HRIS feed checks, audits, and monthly reconciliations to ensure accuracy and compliance
  • Manage and maintain internal trackers with timely updates and documentation
  • Advise and assist employees with benefits, coverage, and leave of absence queries
  • Liaise with brokers and insurance carriers to resolve employee inquiries promptly
  • Maintain the Benefits Google Site, ensuring information is current and relevant
  • Facilitate new hire enrollment sessions and conduct monthly benefits information sessions for employees
  • Contribute to a collaborative, high‑performing Total Rewards team
  • Perform other duties as assigned

So are YOU our next Benefits Specialist? You are if you…

  • Have a post‑secondary diploma or degree in Human Resources, Business Administration, or a related field
  • Have a minimum of 2-3 years of experience as a Benefits Specialist or in a similar HR/benefits role
  • Have at least 2 years of customer service experience, with a strong focus on delivering a positive employee experience
  • Have exceptional verbal and written communication skills; able to explain complex benefits and disability processes clearly
  • Have strong interpersonal skills with the ability to build trust and interact effectively with employees, managers & external stakeholders
  • Have critical thinking and problem‑solving ability with high attention to detail, accuracy, and compliance in benefits administration
  • Are a collaborative team player who works independently with accountability for end‑to‑end processes
  • Have a proactive mindset with initiative, urgency, and follow‑through on time‑sensitive disability, accommodation, and LOA cases
  • Are highly organized and reliable, consistently delivering quality work within deadlines
  • Are skilled at managing multiple priorities, including reconciliations checks,  LOA trackers, HRIS feed checks, and audits
  • Have effective prioritization and follow‑up under pressure while maintaining accuracy and professionalism
  • Have  the ability to maintain strict confidentiality when handling sensitive employee information
  • Have strong analytical and problem‑solving skills, with comfort in data reconciliation and reporting
  • Have proficiency in Excel and Google Sheets for benefits tracking and analysis
  • Have familiarity with Ceridian Dayforce, Google Suite, and MS Office products

Additional kudos if you…

  • Have experience in the insurance industry

Compensation Information:

  • Base salary range: $63,000 - $68,000
  • The final compensation package will be commensurated with the successful candidate's experience, skills, and geographic location (Canada). It includes a comprehensive benefits plan and a competitive incentive (bonus) program for Full-Time Permanent roles.

Sounds like you? Click below to apply

#LI-LB1 

#LI-Hybrid



At Questrade Financial Group of Companies, with multiple office locations around the world, we are committed to fostering a diverse, inclusive and accessible work environment. This is an environment where individuals are treated with dignity and respect. Here, the unique skills and experience you bring will be valued. You will be supported and motivated, so that you can harness your unlimited potential. Our team reflects the diversity of the communities we serve and operate in. Having a collaborative and diverse team helps us push boundaries to bring the future of fintech into existence—not only for the benefit of our customers, but for those who build their career with us. 

Questrade Financial Group of companies Applicant Tracking System utilizes artificial intelligence (AI) for application screening. The AI system operates on predetermined criteria, with final decisions subject to human review. 

Candidates selected for an interview will be contacted directly. If you require accommodation during the recruitment/selection process, please let us know and we will work with you to meet your needs.