Implementation Advisor at PSD Citywide in Toronto, Ontario, CA

About PSD Citywide
Ready to make a real impact on communities across North America?

PSD Citywide isn’t just a software company; we’re transforming how Local, First Nations, and Regional Governments achieve success and build sustainable futures for their communities. As a recognized leader in Enterprise Asset Management, maintenance management, and planning solutions, we provide cutting-edge software and expert advisory services that improve infrastructure and public services.

Why join us? We are a "Fun-clusive" organization! This means we intentionally foster a supportive and engaging culture where your contributions are celebrated, your skills are rewarded, and your career growth is encouraged. Ready to influence change? Bring your expertise in technology and data to our team and directly shape how local governments improve service delivery. Apply now!

Job Description

The Implementation Advisor will lead small to large multi-phase software implementation projects for municipal Building, Planning, and Community Development departments across North America. Working directly with local government staff, the Implementation Advisor will analyze permitting, licensing, inspection, and land-use workflows to design solutions that support efficient, transparent community development processes.

This role requires a strong ability to understand municipal operations, interpret business and data requirements, and translate them into effective system configurations. The Implementation Advisor will create and maintain project documentation, deliver training to end users, and collaborate with internal teams to ensure successful project outcomes. They must possess strong analytical and problem-solving skills, with the ability to clearly communicate solutions while adhering to project deliverables and timelines. This is a Full Time Remote position, the successful candidate must live in Canada.

Responsibilities & Duties

• Act as Project Manager on small to large multi-phase software implementation projects for municipal Building and Planning departments.
• Plan, track, and communicate throughout the implementation lifecycle, managing project constraints to achieve client success objectives.
• Serve as a trusted advisor to municipal clients, offering best-practice recommendations for permitting, inspections, planning workflows, and development review processes.
• Facilitate requirements-gathering sessions with planners, inspectors, permit technicians, and administrative staff to identify business objectives and operational needs.
• Provide software demonstrations tailored to municipal permitting, licensing, and land-use management use cases.
• Create and maintain configuration, testing, process, and project documentation; configure model components based on municipal workflow analysis.
• Analyze data sets related to permits, inspections, parcels, and planning applications to determine optimal configuration and migration strategies.
• Deliver both synchronous and asynchronous end-user training for municipal staff, remotely or onsite as required.
• Develop detailed written technical specifications for data imports/exports, custom routines, and support issues.
• Utilize internal Project Management Software to manage the lifecycle of each implementation and prepare project reports and status updates.
• Understand PSD’s product release and patch process and plan for potential impacts on municipal clients.
• Participate in team status meetings, review JIRA tickets, collaborate on solutions, and prioritize requirements.
• Escalate client issues to appropriate team members to ensure timely resolution.
• Other duties as assigned.

Qualifications

• 3–5 years experience in a similar role implementing complex software modules or municipal technology solutions.
• College Diploma or University Degree in Computer Science, Information Management, GIS, Urban Planning, Civil Engineering, Accounting, or a related field.
• 2+ years experience applying standard software implementation techniques in a client-facing role, preferably with municipal or public-sector clients.
• 3–5 years experience with project management tools, methodologies, and best practices.
• Familiarity with cloud software environments and intermediate to advanced proficiency with modern technologies such as Google Suite, JIRA, Kantata, etc.
• Experience working with municipal clients—especially Building, Planning, or Community Development departments—is a strong asset.
• Knowledge and/or experience working with large data sets, including permitting, parcel, or land-use data.
• Strong analytical, troubleshooting, and presentation skills with exceptional attention to detail.
• Excellent interpersonal and communication skills, with the ability to foster strong client relationships and guide municipal teams through change.
• Strong organizational and time-management skills with the ability to manage multiple projects simultaneously.
• Growth-oriented and entrepreneurial mindset.
• Valid driver’s license and passport for travel.
• Advanced skills with MS Word and Excel.

What We Offer:
Competitive Compensation: We offer competitive salaries that recognize your skills and experience
Wellness Coverage: Enjoy a comprehensive health and wellness benefits package that keeps you and your family secure and healthy.
Flexible Working: Work where you thrive! Enjoy remote work flexibility (specific regional options apply) while staying connected to our supportive team.
Work-Life Balance: Benefit from Flex Hours to manage your personal life and Paid Time Off (PTO) so you can fully recharge.
Unwind Early: Say hello to summer with our popular Summer Fridays—shorter work weeks to help you kick-start the weekend.
Culture & Community: Participate in fun social events (both virtual and in-person) and contribute to charity initiatives as part of our community focus.
Career Growth: Our Career Framework provides clear, structured paths for growth and ongoing learning, ensuring you reach your professional goals.

Candidate Journey

Resume Review: Once you apply, an actual person will review your resume and we are committed to getting back to you within three weeks with a response. 

 

Phone Interview: PSD’s People and Culture team will connect with you to learn about your experience and discuss the role further. They’ll also give you an understanding of what the interview process involves, along with an estimated timeline. 

 

Virtual Interview: Depending on the position, there will be one or two interviews with the Hiring Team that will include questions related to your skills, work experience, values and goals. We provide the opportunity to meet with a wide range of staff members so you can learn more about life at PSD Citywide. 

 

Offer/Feedback: The Hiring Team will debrief and make a decision within a few days of your final interview. If successful, your Recruiter will present you with a verbal offer, followed by a formal offer letter via email. If the timing was not right for this particular opportunity, we will connect with you and provide feedback. 

PSD Citywide is committed to ensuring equal access and participation for people with disabilities. We believe in integration, and we are committed to meeting the needs of people with disabilities in a timely manner. We will do so by removing and preventing barriers to accessibility.

We are committed to accommodating people with disabilities. Accommodations are available upon request for candidates taking part in all aspects of the recruitment and selection process. Should you require any accommodation, please indicate this when you apply, and we will work with you to meet your accessibility needs.

PSD Citywide may use Google Gemini to assist with recruitment note taking during the hiring process. While we incorporate select AI features to enhance process efficiency, we remain committed to human-led decision making. All AI-generated outputs are subject to human review to ensure accuracy and fairness.