Company Description

Bob Doc is an emerging organization focused on leveraging technology to deliver practical, user-centered solutions. The company values innovation, collaboration, and a pragmatic approach to solving complex business and operational challenges. Joining Bob Doc offers opportunities to build foundational technology capabilities and influence long-term strategy in a growing environment. Team members are encouraged to bring forward new ideas, take ownership, and help shape scalable, reliable systems that support sustainable growth. Role Description

The Chief Technology Officer (CTO) at Bob Doc will lead all technology initiatives, providing strategic direction and hands‑on oversight of software platforms, infrastructure, and product roadmaps. This full‑time, work from home, includes managing development teams, guiding architectural decisions, and aligning strategy with business goals. Day‑to‑day responsibilities involve overseeing software and product development cycles, prioritizing technical projects, establishing best practices for security and performance, and coordinating with executive leadership on technology investments. The CTO will also define and refine technology standards, mentor technical staff, manage vendor relationships, and ensure that systems are reliable, scalable,



and compliant with relevant regulations. Qualifications Ability to lead and oversee Software Development efforts, with experience in modern development practices, tools, and methodologies. Strong Project Management capabilities to plan, prioritize, and deliver complex technology initiatives on time and within scope. Deep understanding of technical Architecture, including designing scalable, secure, and maintainable systems and integrations. Experience in Product Development, from concept through launch, including collaboration with cross‑functional teams and stakeholders. Demonstrated leadership experience managing multidisciplinary technology teams and fostering an inclusive, high‑performance culture. Excellent communication and stakeholder management skills, with the ability to explain complex technical topics to non‑technical audiences. Background in enterprise systems, cloud platforms, data management, and cybersecurity best practices. Bachelor's or Master's degree in Computer Science, Engineering, Information Technology, or a related field, or equivalent practical experience. Prior experience in a senior technology leadership role (e.g., CTO, VP Engineering, Director of Technology) is highly beneficial.

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📌 Chief Technology Officer (Winnipeg)
🏢 Bob Doc
📍 Winnipeg