Vice President of Engineering (Winnipeg)

Role Overview

The Fractional SVP Engineering will serve as the de facto head of engineering during a critical transitional window, with a solid likelihood of transitioning to a full-time permanent role for the right candidate. This person reports to the CEO and works closely with the Chief Product Officer and Head of Data/AI. They will be the senior technical voice in the room — able to speak credibly to the board, to engineers, and to external vendors. Core Responsibilities

Establish engineering leadership, cadence, and accountability from day one. Own the technical vision and execution roadmap across both product platforms (landing page builder and CRM). Drive adoption of structured engineering processes (Scrum/Agile done properly) — lead by example, not committee. Manage and align relationships with external vendors: Kaylent (AWS/AI partner), TechJays (agentic dev), and any future partners. Evaluate and shape the post-restructuring engineering team — retain, develo...