Upanup is looking for a full-time Project 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 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 process
This 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 do
- Lead and manage website development and redesign projects from initiation through launch
- Own day-to-day client communication, facilitate meetings, align teams, and maintain progress
- Create and manage project plans, timelines, and task lists to keep work on time and within scope
- Coordinate across internal teams to reach project milestones and resolve dependencies
- Prepare for and lead client meetings, training sessions, demos, and presentations
- Produce clear, purposeful project documentation that supports alignment and decision-making
- Support quality assurance through content review, testing, and minor troubleshooting
- Assist with content porting, review, and creation when needed
- Identify risks, surface trade-offs, and make practical recommendations to keep work progressing
What success looks like in this role
- You communicate clearly and calmly with clients and internal teams
- You bring structure to complexity and help decision makers get aligned
- You make sound prioritization decisions when not everything can be done at once
- You can clearly explain the trade-offs behind your decisions
- You maintain a positive, professional tone while keeping momentum
- You follow through and ensure work moves forward
What we’re looking for
- 4–7 years of experience in project management, digital strategy, or a related client-facing role
- Experience working on complex, multi-decision makers projects
- Strong written and verbal communication skills, with a focus on clarity and organization
- Comfort working with web-based tools and content management systems
- Attention to detail balanced with the ability to prioritize effectively
- A steady, solutions-oriented approach when working with clients
Nice to have:
- Experience working with municipal governments or public-sector organizations
- Experience with website content management systems and project management tools
What we offer
- Permanent, full-time employment starting late-April or early-May 2026
- Starting salary of $68,000 to $80,000, commensurate with experience
- Three weeks of paid vacation to start
- Health benefits starting after three months
- Hybrid work model
- First three months: in-office at least four days per week
- After three months: in-office Tuesdays and Thursdays at minimum
- See sidebar for a list of perks of working at Upanup
How to apply
We 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 approximately 10–15 minutes to complete.
Only candidates located in Calgary or Kitchener–Waterloo will be considered.