Ignite your potential. Impact what matters.

Hi, we're HUB.

We advise businesses and individuals on how to reach their goals.

When you partner with us, you’re at the center of a vast network of risk, insurance, employee benefits, retirement and wealth management specialists that bring clarity to a changing world with tailored solutions and unrelenting advocacy.

So you’re ready for tomorrow.

Company Profile

HUB International was born in 1998 with the merger of 11 privately held insurance brokerages. Today, HUB is one of the largest insurance brokers in the world and represents a broad, deep, one-of-a-kind aggregation of insurance entrepreneurs.


employees across North America.


ranked among the world's largest insurance brokers.


offices across North America.

HUB Mission

To protect and support the aspirations of individuals, families and businesses. To empower our employees to learn, grow and make a difference in their communities.

HUB Vision

To be everywhere risk exists—today and tomorrow. Helping Protect what matters most.

Our Core Values

  • Entrepreneurship - We encourage innovation and educated risk-taking.
  • Integrity - We do the right thing every time.
  • Teamwork - We work together to maximize results.
  • Accountability - We measure and take responsibility for outcomes.
  • Service - We serve our customers, communities and colleagues.

Why Choose HUB?

Throughout our network of more than 450 HUB offices in North America, we offer a competitive, exciting and friendly work environment that strategically positions our employees for longevity and success. At HUB, we believe in investing in the future of our employees, and provide continuous opportunities for growth and development. Our entrepreneurial culture fosters an environment that empowers our people to make the best decisions for our customers and organization, focusing on expanding the industry knowledge of our insurance professionals to better serve our valued clients. We are committed to providing you with competitive and flexible benefits options that are rooted in your current needs, yet evolves as your needs change over time. Join us in taking the first step toward creating a future that combines a diverse, challenging work environment with financial security and career satisfaction.

We are the perfect fit if you:

  • are seeking a progressive work environment at a rapidly growing organization
  • have a desire to help others protect their future
  • have an entrepreneurial spirit and are challenged by the opportunity to grow the business
  • are focused on learning and development to enhance your industry knowledge and expertise
  • are a self-starter willing to invest time and energy to learn the technical aspects of our business
  • believe in integrity and building success by developing relationships with others


We offer a dynamic benefits program that is rooted in your current needs yet evolves as those needs change over time. We are committed to providing you with the tools and resources you need to maximize your benefits portfolio.

We believe in the value of a wellness strategy to build morale and support the personal health goals of our employees. We’re proud to offer our employees medical plans that not only provide coverage for illness and injury, but also enable you and your family to focus on staying well. Outside of offering a portfolio of medical plans to support our employees’ well-being, we’ve worked hard to build a comprehensive program reflecting our values and vision to boost engagement and motivation.

HUB Healthy Habits was created to educate, activate, and support employee engagement in total health and wellbeing, encouraging employees to put healthy ideas into action in and out of the office. On-site health committees lead in-office health initiatives, including monthly educational health and fitness activities.

  • Technology: Portal on the HUB intranet and mobile app delivers health campaigns and contests.
  • Tools: Break rooms designed by our employees outfitted with balls, bands, and light weights.
  • Healthy challenges: Challenges and campaigns with prizes for meeting fitness and nutrition goals.
  • Health screening & coaching: Track your health and performance. Health coaches are available to all employees.

Retirement savings plans: You choose how much to deposit each pay period and how your money is invested.

Travel accident insurance: HUB’s Travel Accident benefit covers injuries and death sustained during business travel. We also provide 24/7 access to personal and emergency assistance when you are traveling for business or personal reasons, including dependents traveling with you.

Flexible spending & parking and transit programs: Flexible spending accounts allow you to pay for eligible health and/or dependent care expenses on a pre-tax basis. You can also use pre-tax dollars to pay for parking and transit expenses and can enroll in the program at any point during the year.

MyHUB Discounts: All HUB employees have access to discounts on automotive, electronic, consumer, educational assistance, home security, travel, home, and work-life products and services.

Employee Assistance Program (EAP): We understand it can be difficult to manage family, work-related and personal issues. That’s why we offer an EAP at no cost to you. To help guide you through difficult situations or simply assist you with day-to-day tasks like finding a last-minute dog sitter, trained professionals work with you as you search for solutions. The program is completely confidential and can help you work through issues related to: emotional well-being, family life, healthy living, and legal or financial matters.

Group auto & home insurance: You have the option of purchasing personal lines of auto and home insurance at discounted rates.

Group legal plan: You have the option of enrolling in the group legal plan. This plan provides access to legal assistance for matters concerning estate planning, real estate, family law, consumer protection and more.

Other voluntary extras include: critical illness insurance, accident insurance, group indemnity insurance, long-term care coverage, and more.

Job Map

{{ pagination.total }} {{seoJobDescription}}

Current Search Criteria:

Commute Options

Benefit Supervisor | HUB Jobs

Job Information

Hub International Benefit Supervisor in Oakville, Ontario

Hub International Limited is an Insurance brokerage providing an array of property, casualty, risk management, life and health, employee benefits, investments, and wealth management products and services across North America, Hub has more than 375 offices across the United States and Canada and more than 15,000 employees – 5,000 of which are in Canada. The corporate Head Office is located in Chicago, Illinois. The Canadian Head Office is located in Oakville, Ontario


2265 ​Upper ​Middle ​Road ​East, ​Suite ​700

Oakville,​ Ontario

ON ​L6H 0G5

Reporting to the Director, Canada Benefits Services & Strategy, the Benefits Supervisor will be responsible for contributing to the efficient and effective operations of benefits, retirement and leave management. This role will contribute to the efficient and effective operations, day to day administration with an employee first experience. You will manage vendor relationship as well as partner closely with local HR, HUB consulting partners, HRIS and Payroll with tact and professionalism.

Principal Duties and Responsibilities :


  • Oversee a department of benefit administrators and providing guidance and training.

  • Engage with local and regional HR personnel to proactively identify and address challenges and opportunities for education, communication and implementing new vendors and programs.

  • Partner with benefits consultant to assess and analyze current processes on a broad range of healthcare benefits/wellness issues to improve employee experience, program offering and best practices.

Benefit Administration

  • Lead the administration of all employee group benefits programs including health, dental, life and disability and retirement savings.

  • Experience with leave administration that includes legislative and disability leaves. Ability to interpret legislative standards, carrier policy and process to administer the claim.

  • Lead activities pertaining to annual open enrollment and mid-year changes to benefit plans including implementation of benefit plans with vendors and HRIS in accordance with the plan provisions and administrative requirements to ensure administrative accuracy and compliance.

  • Prepare communication and training for employees and HR in partnership with marketing.

  • Establish and ensure compliance with benefits administration procedures, including documentation of policies and procedures

  • Ensure benefits programs are operated in accordance with applicable country specific laws, regulations, and policies.

  • Track and address benefits-related complaints and identify trends and major issues to be addressed

  • Liaise with vendors regarding claims, eligibility, benefits design – implementation and ongoing service – serves as point of escalation for any employee and/or HR concerns and issues.

  • Work with insurance carrier to help employees resolve claims, eligibility, plan design administration or other issues with insurance benefits.

  • Collaborate with accounting department for vendor payments and retirement plan contributions.

  • Build out an auditing plan regarding all benefits, eligibility, billing, and leave payments; ensures team accuracy and correction monthly.

  • Establish requirements for any HRIS (Workday) system changes to support new benefit or plan options.

Process Improvements

  • Constantly look for opportunities to automate processes and improve the employee experience with all vendors.

  • Deliver high quality, accurate and timely customer service to Hub employees and HR partners

  • Drive appropriately consistent processes and work to coordinate efforts towards process standardization, while allowing local flexibility when required

Projects and M&A

  • Support HR with benefit-related activity resulting from mergers and acquisitions, including consulting on benefit program differences between HUB and prospective acquisitions.

  • Implement acquisitions onto HUB benefits platform and assist with benefits enrollment presentations, as requested, for acquisitions

  • Participate in projects and integrations with stakeholders to develop benefit specification, testing and communication.

Qualifications :

  • Undergraduate degree or equivalent

  • A minimum of 3-5 years’ experience in administration of employee benefits and leave of absence

  • A minimum of 2 years’ team lead or supervisor experience

  • Advanced expertise with Microsoft Office, Word, PowerPoint, Excel including v-lookup, pivot tables and charts

  • Ability to initiate and manage multiple projects simultaneously

  • Work collaboratively and effectively with internal/external partners

  • Ability to work with a high degree of autonomy of discretion through ambiguous phases of expansion project development

  • Strong sense of accountability, sound personal judgement and global business acumen

  • Keeps current on health care benefits and wellness trends, laws, and regulations

  • Ability to deliver presentations at all levels within an organization

  • Ability to simplify complex topics for broad audiences

  • Demonstrated strength in problem solving, and a process-improvement mindset

  • Strong written and oral communication skills

  • Strong customer service and analytical skills

  • Establish and maintain good working relationships with external benefit providers

  • Possess high level of integrity

  • Be widely trusted, direct and truthful, with the ability to establish and maintain effective relationships

Department Human Resources

Required Experience: 2-5 years of relevant experience

Required Travel: No Travel Required

Required Education: Bachelor's degree (4-year degree)