Top Tech Jobs & Startup Jobs in Montreal

Own Gun StoreMaster’s product vision, roadmap, priorities, and backlog. Use generative AI to synthesize customer feedback, support prioritization, draft requirements, accelerate research, and improve product discovery. Partner with engineering, design, QA, support, and sales throughout Agile delivery. Validate features against customer, security, usability, and regulatory needs while documenting product decisions and reusable AI workflows.

Owns the full-cycle enterprise sales process, including prospecting, discovery, demonstrations, proposals, negotiation, and closing. Builds qualified pipelines across banking, transit, aviation, and emerging sectors; manages multi-stakeholder deals; identifies expansion opportunities; maintains HubSpot CRM accuracy; represents the company at industry events; supports messaging and case studies; and provides pipeline forecasts to leadership.

Design and develop responsive websites and CMS modules from client discovery through launch. Create Figma mockups and prototypes, build designs with HTML, CSS, and JavaScript, and tokenize code for the MembersFirst CMS. Lead client meetings, advise on usability and accessibility, manage multiple projects, collaborate with cross-functional teams, and improve workflows using reusable patterns and AI-assisted tools.

Owns client software implementations and upgrades from kickoff through go-live, including requirements consultation, configuration, training, issue resolution, and post-go-live support. Collaborates with R&D, QA, Support, and Sales; provides product expertise and internal training; and supports helpdesk operations. The role requires legal workflow knowledge, strong communication, independent execution, generative AI fluency, and occasional travel to the Cincinnati office, client sites, and conferences.

Develops and delivers employee and client training for Volante POS software, including onboarding, training needs analysis, materials creation, virtual and in-person facilitation, evaluations, scheduling, documentation, and learning content management. Collaborates with technical and project teams to translate product features into effective training. Requires at least three years of learning and development experience, software training expertise, strong communication and organization skills, and occasional travel within Canada and the United States.

Leads partner technical discovery, designs and implements payment API integrations, builds scripts and lightweight services, and manages deployments from sandbox to production. The role develops AI-assisted engineering assets, delivery playbooks, and automation while collaborating with Sales, Product, and Operations. It requires customer-facing technical experience, software or solutions engineering expertise, and familiarity with APIs, integrations, cloud platforms, payments, and AI developer tools.

The Chief Technology Officer will define and execute the technology roadmap, lead software engineering, QA, DevOps, infrastructure, and architecture teams, and oversee SaaS platform modernization. Responsibilities include cloud migration, cybersecurity, reliability, operational excellence, talent development, engineering metrics, and executive collaboration. The CTO will also establish the organization’s AI strategy and deliver secure AI-enabled product capabilities using technologies such as Azure OpenAI, Microsoft Copilot, and RAG.

Provides Tier 1 technical support to English- and French-speaking customers through phone, email, and chat. Troubleshoots configuration, access, and application issues; documents and categorizes tickets; provides product guidance; escalates complex cases; monitors SLAs and follows up on open cases. The role also assists with French training and documentation translation, participates in product and process training, and works a rotating after-hours and public-holiday schedule.

Lead BEC Legal Systems with full P&L ownership, setting strategy and driving profitable growth. Oversee cross-functional teams across product, sales, marketing, support, and operations while improving customer retention, operational scalability, and market position. The President will manage recurring-revenue performance, talent development, stakeholder communication, and potential mergers and integrations within the Legal Tech business.

Lead a portfolio of 5–7 software business units to drive growth, operational excellence, product innovation, and M&A integration. Coach business leaders, set KPIs, support AI/automation opportunities, manage P&L, and ensure data-driven decision making and cross-unit alignment.