Meet the CDWare team at CONEXPO-CON/AGG — Booth N13167 — March 3-7, 2026

Customer Support and Documentation Specialist

Remote work – Canada (hybrid options in Sherbrooke, Quebec City and Montreal)

Full-time, permanent position

Hours: 10:00 AM to 7:00 PM Eastern Time

English level 4/5, French an asset

Remote work – Canada (hybrid options in Sherbrooke, Quebec City and Montreal)

Full-time, permanent position

Hours: 10:00 AM to 7:00 PM Eastern Time

English level 4/5, French an asset

Customer Support and Documentation Specialist

About the Role

As a Customer Support Specialist, you are the first point of contact for users with questions or technical issues, in both French and English. A minimum English level of 4/5 is required. You provide fast, professional, and resolution-oriented service.

About CDWare

CDWare is a hyper-growth fleet management software company expanding into new sectors and markets across North America. We develop vertically specialized software for industries where operations are critical.

What You’ll Do

Support Level 1  

  • Respond to user requests via email, phone, WhatsApp, or ticketing system (HubSpot)
  • Identify, analyze, and resolve basic technical issues or escalate them to higher-level support when necessary
  • Provide clear and educational explanations to users
  • Act as a customer trainer on occasion
  • Create training videos for our customers
  • Document recurring cases and contribute to the knowledge base
  • Conduct annual follow-ups to ensure customer satisfaction
  • Create and maintain customer and internal documentation such as user guides and troubleshooting materials
  • Identify upselling and cross-selling opportunities by recommending additional products or services to align with customer objectives and drive business growth
  • Provide supplementary training to help customers maximize the value of their solutions, ensuring smooth adoption and long-term success
  • Use CRM and support platforms (HubSpot) to track customer interactions and support ticket cases, ensuring records are up to date.
  • Maintain customer/supplier relationships to maximize the chances of renewal.

What We’re Looking For

  • Experience in creating training materials and user guides
  • Experience in creating training videos and content
  • Knowledge of fleet management
  • Analytical and problem-solving skills
  • Ability to learn multiple platforms

Nice to Have

  • Bilingualism (French-English) is a definite asset to our team.
  • Experience in fleet management, logistics, or field operations.

Why Join Us

  • Your work has real stakes. The software you build is what fleet managers open when a concrete truck is late, a hazmat route needs rerouting, or a snow removal crew needs to be redeployed. What you ship matters to the people using it.
  • You will own your craft across the full stack, web, mobile, and backend, with the autonomy to make real technical decisions and the influence to shape how the team builds.
  • We are growing fast into new verticals and markets, which means the problems keep getting more interesting and the impact of what you build keeps expanding.
  • Work remotely from anywhere in Canada, with hybrid options available in Quebec City and Montreal.
  • Come together in person at our annual company offsite and stay connected through team activities throughout the year including our running club.

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