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

Join a company that’s actually going somewhere.

CDWare is a dynamic, fast-growing SMB with real momentum — expanding into new verticals and markets across North America, with genuine potential for the people who help build it. This isn’t a role where you execute someone else’s playbook in a stable org. It’s a role where what you build this year shapes what the company looks like next year.

  • Grow with the company. We’re scaling fast across North America, which means real opportunities to take on more scope, move up, and build your career alongside the business.
  • North America-wide market. You’ll work across direct and indirect sales channels spanning the full North American footprint — government, enterprise, and commercial segments.
  • Embedded in the sales team. You won’t sit on the side. You’ll be in the room — at ICP roundtables, partner events, and field initiatives where deals actually get made.
  • Group benefits program and insurance. Competitive group coverage from day one.
  • Remote-first flexibility. Work from anywhere in Quebec, with hybrid options in Quebec City and Montreal.
  • A team that shows up for each other. Annual company offsite, team activities throughout the year, and a culture where the work is serious but the people make it worth it.

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