Upanup is looking for a full-timeProject Manager & Strategist to lead complex web projects from planning through delivery. This role sits at the intersection of strategy, execution, and client communication. You will work closely with clients, strategists, designers, and developers to ensure projects stay aligned, organized, and moving forward. This is a permanent, full time role that will startearly May 2026 .This position is well suited to someone who brings structure to complexity, exercises sound judgment, and communicates clearly with a wide range of decision makers.Upanup builds and supports websites primarily for municipal governments. Our work helps people access important information and services in their communities, and we take pride in delivering thoughtful, practical solutions in a collaborative and supportive environment.About our hiring processThis role involves managing multiple priorities and making practical decisions when trade-offs are required. As part of our hiring process, we ask candidates to complete a short, scenario-based application designed to reflect real work at Upanup. We value clear thinking, good judgment, and the ability to keep projects moving forward over polished or generic responses.What you will doLead and manage website development and redesign projects from initiation through launchOwn day-to-day client communication, facilitate meetings, align teams, and maintain progressCreate and manage project plans, timelines, and task lists to keep work on time and within scopeCoordinate across internal teams to reach project milestones and resolve dependenciesPrepare for and lead client meetings, training sessions, demos, and presentationsProduce clear,



purposeful project documentation that supports alignment and decision-makingSupport quality assurance through content review, testing, and minor troubleshootingAssist with content porting, review, and creation when neededIdentify risks, surface trade-offs, and make practical recommendations to keep work progressingWhat success looks like in this roleYou communicate clearly and calmly with clients and internal teamsYou bring structure to complexity and help decision makers get alignedYou make sound prioritization decisions when not everything can be done at onceYou can clearly explain the trade-offs behind your decisionsYou maintain a positive, professional tone while keeping momentumYou follow through and ensure work moves forwardWhat we’re looking for4–7 years of experience in project management, digital strategy, or a related client-facing roleExperience working on complex, multi-decision makers projectsStrong written and verbal communication skills, with a focus on clarity and organizationComfort working with web-based tools and content management systemsAttention to detail balanced with the ability to prioritize effectivelyA steady,



solutions-oriented approach when working with clientsNice to have:Experience working with municipal governments or public-sector organizationsExperience with website content management systems and project management toolsWhat we offerPermanent, full-time employment starting early-May 2026Starting salary of$68,000 to $80,000, commensurate with experienceThree weeks of paid vacation to startHealth benefits starting after three monthsFirst three months: in-office at least four days per weekAfter three months: in-office Tuesdays and Thursdays at minimumSee sidebar for a list of perks of working at UpanupHow to applyWe require applicants to use the application form linked below to submit a PDF copy of your resume, and short answers to a few questions that help us understand more about your experience. The application should take approximately10–15 minutes to complete.Only candidates located inCalgaryorKitchener–Waterloowill be considered.An opportunity to make a difference in the lives of people through a variety of web solutionsA healthy work environment based on core values of integrity, quality, efficiency, progress and friendlinessAbility to collaborate with an experienced team on solutions that tens of thousands of people use each dayAn prospect to grow in your career through professional developmentBe part of a growing independent business where you’ll have open lines of communication with people in all levels and rolesPerks of working at UpanupFlexible hybrid frameworkNew office spaces in outstanding locationsPaid wellness daysThree weeks paid vacation to startMonthly social eventsComplementary office snacks and drinksiPhone and Macbook Pro for work and personal use#J-18808-Ljbffr

📌 Project Manager & Strategist - $68,000 - $80,000 A Year (Winnipeg)
🏢 Upanup
📍 Winnipeg