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Sterling Brokers

Open for Account Executives

Canada

Full-time

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Job details

Job type: Full-time
Posting language: English
Posted: Apr 14, 2026

Original job description

Sterling Brokers has regional sales centers across Canada that are disrupting the Group Benefits and Retirement landscape. Powered by Sterling, our regional insurance advisors work with local businesses where they are, recognizing the uniqueness of each region from coast to coast.

Embracing the regional identities of major cosmopolitan centers of influence coupled with more remote small-town locations, our team is tailoring employee benefits that align with the specific characteristics that set apart each of our Canadian provinces. Solo entrepreneurs as well as those with hundreds of employees will be supported in this ecosystem.

The power of Sterling is our innovative platform that enables us to offer unique, streamlined solutions to our clients while integrating with the largest insurance carriers in Canada and global HRIS platforms. We are the largest independently owned and operated Third Party Administrator (TPA) and Broker in Canada, and fourth largest overall. Established in 2014, SCB is growing rapidly and looking for talented individuals to join our team.

This role requires professionals who are self described “hunters”. The expectation of this role is that you will actively hunt

for new business prospects while also being skilled at cultivating relationships with existing clients. You should have a

knack for identifying potential clients, initiating contact, and effectively pitching solutions that meet the clients' needs. This combination of prospecting and relationship building is crucial for sustained success in the competitive field

of insurance sales.

Responsibilities

Manage the entire sales process, from initial contact to the close of the deal.
Understand client needs and present tailored solutions, effectively demonstrating the value of our insurance products and services.
Collaborate with internal teams to ensure seamless implementation and delivery of solutions to clients.
Continuously expand your knowledge of our offerings and industry trends to stay ahead of the competition.
Keep organized records and tracking progress toward business goals and quotas using Salesforce.
Leverage Excel, Salesforce, and Salesloft to streamline your sales activities, track progress, and optimize your performance.
Strategic planning with your manager to constantly fine tune your territory approach to improve overall sales results on a weekly, monthly, & quarterly basis.
You will receive leads from a variety of sources (BDR’s, Marketing, Partnerships), but the expectation will also be to generate new business opportunities on your own as well.
Collaborate with our internal GRS team to support client requirements for financial planning support services and or retirement/investment plans as part of their Group Benefits solution.

Qualifications

Mandatory requirement: licensed insurance advisor -LLQP (Life, Accident and Sickness License) and E&O Coverage in force and in good standing in your home province.
Nice to have: Life, Accident and Sickness License in any additional Provinces or willing to be licensed in other provinces in the future.
Nice to have but not required – Segregated funds experience, CFP, CP, CEBS designations or other.
Please note: It is our company policy and an insurance regulation that you are licensed in the province in which the customers’ business is headquartered to earn commission income.

Required Skills

Proven experience as a successful Account Executive or in a comparable sales role within the insurance industry specifically in group benefits.
Experience working in a business-to-business sales environment with a multi-stage sales process.
Strong track-record of independently generating leads, qualifying prospects, and closing deals.
Proficiency in utilizing Excel for data analysis and reporting.
Experience with Salesforce and Salesloft, or similar CRM and sales automation tools.
Excellent communication and negotiation skills, with the ability to build rapport and establish trust with clients.
Self-motivated and target-driven, with a passion for exceeding sales goals.
Strong organizational and time management abilities to effectively prioritize tasks and meet deadlines.

Pay Range And Compensation Package

Competitive compensation package that includes Commission Schedule, Benefits, GRSP match program, education/CE reimbursement, and vacation flex. Base compensation will be based on experience and capabilities in Group Sales $70,000 - $110,000 - your sales performance and commission earnings will determine the rest.

Equal Opportunity Statement

Have a book of business to sell? Interested in joining forces with our team to leverage our technology and products for your Group practice? - Contact our team directly with your interest - hr@sterlingbrokers.com

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More about this job

Responsibilities

Manage the full sales cycle, from prospecting and qualifying leads through presenting tailored group insurance solutions and closing deals. Build and maintain client relationships, coordinate implementation with internal teams, track sales activity and quotas in Salesforce and related tools, and refine territory strategy to meet business goals.

Requirements

Applicants must hold an active Life, Accident and Sickness (LLQP) insurance license and maintain E&O coverage in good standing in their home province; licensing in additional provinces is an asset. Candidates should have a successful track record in group benefits insurance sales, independently generating and closing business, and using CRM and sales tools; Excel proficiency and strong communication, negotiation, organization, and time-management skills are required.

Skills

Group Benefits Sales
Business-to-Business Sales
Lead Generation
Prospecting
Client Relationship Building
Sales Process Management
Negotiation
Communication
Salesforce
Salesloft
Microsoft Excel
Data Analysis
Territory Planning
Time Management
Insurance Sales
Retirement Planning

Benefits

Commission
Benefits
Education and Continuing Education Reimbursement
Flexible Vacation

Visa sponsorship

Not detected in the job text

Keywords

Group Benefits
Insurance Sales
Account Executive
Business-to-Business Sales
Lead Generation
Prospecting
Sales Cycle
Salesforce
Salesloft
Microsoft Excel
Data Analysis
Sales Automation
Territory Planning
LLQP
Life, Accident and Sickness License
E&O Coverage
Segregated Funds
Certified Financial Planner
CEBS
Retirement Plans
Investment Plans
Financial Planning
Third Party Administrator
HRIS Platforms
Insurance Carriers
Commission
Quota Management

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