SB

Sterling Brokers

Verified Job Source

Better Benefits for Canadian Businesses

Toronto, ON

Insurance Agencies and Brokerages
51–200 people

About

Sterling Brokers offers modern benefits solutions for Canadian businesses from solo entrepreneurs to multi-nationals. Distinctive employee benefits expertise paired with best-in-class technology and insurance products. Sterling’s platform powers an intuitive customer centric experience for HR professionals and plan beneficiaries; creating a cost and time efficient solution. Request a Free Demo or No Obligation Quote Today.

Open positions

Part-Time Office Administrator

On-site · Toronto

The Office Administrator manages daily administrative operations, including mail processing, file management, and financial support tasks like accounts payable and receivable. They also handle courier arrangements and provide operational support to ensure a professional and welcoming office environment.

Senior Manager, Data Engineering

Remote · Canada

Lead and grow a high-performing data engineering team while remaining hands-on in designing and building scalable pipelines on Databricks. Align the data roadmap with company strategy and ensure rigorous data governance and compliance for regulated data.

Client Service Specialist

Remote · ["Canada"]

About the role The Client Service Specialist plays a crucial role in the client lifecycle at Sterling Brokers. This role provides front line support and client care to new and existing clients with group benefits managed through Sterling Brokers. This role will provide both day-to-day support for inquiries and escalations, while also collaborating closely with partner teams in Account Management and Implementation. This role requires a strong affinity for customer success and client service to be successful. This role is fully remote, and we're looking for candidates who thrive in a remote e…

Chief of Staff

On-site

AI & Process Engineering This is the core of the role. You will: – Map current-state processes across the business and identify the highest-leverage automation opportunities – Build AI-powered workflows using tools like Claude, GPT APIs, Make, n8n, and Zapier — you ship, not just recommend – Own the AI and automation roadmap, setting priorities and driving accountability across teams – Integrate AI capabilities with our proprietary platform — knowing when to build natively vs. integrate externally – Translate frontline operational pain points into clear, prioritised product requirements…

Open for Account Executives

On-site · Canada

Manage the entire sales process from initial contact to closing deals while understanding client needs and presenting tailored solutions. Collaborate with internal teams to ensure seamless implementation and delivery of solutions to clients.