Senior Technology Project Manager

About Windmill Microlending:Windmill Microlending enables immigrants and refugees to build careers in Canada while reducing poverty and labour shortages. We do this by offering affordable loans along with career assessment coaching, financial literacy training, and mentorship for newcomers who lack access to mainstream credit. Since 2005, Windmill has provided over 13,500 loans to clients in healthcare, IT, financial services, law, engineering, and many other fields to triple their incomes as a result of our affordable loans and support. Windmill is a registered Canadian charity supported by donations and community bonds from the private sector and grants from the public sector. At Windmill, you can make a meaningful impact on the lives of thousands of newcomers. Join a diverse, dynamic team at a leading Canadian not-for-profit where empowering our clients starts with creating an enjoyable workplace for our staff. Our commitment to a fulfilling environment is evident in our 85+% average employee engagement scores on our annual survey.The roleWe are seeking a Project Manager (Technology) to oversee the planning, execution, and delivery of technology initiatives across the organization. This role is responsible for coordinating cross-functional teams, ensuring project goals are met, and keeping stakeholders informed and engaged throughout the process.The Project Manager will work in an agile environment, managing timelines, and monitoring risks to keep projects on track. Success in this role requires strong communication skills, attention to detail, and the ability to bridge the gap between technical teams and business stakeholders to deliver solutions that meet organizational needs.Reporting to the Chief Information Officer, you will play a pivotal role in influencing high-profile technology initiatives that support organizational growth and innovation. Key responsibilities Project delivery & execution (40%)Manage technology projects from initiation through delivery, ensuring timelines, budgets, and scope are met.Partner with the CIO and senior leadership to define project priorities, scope, and success metrics.Create and maintain project plans, schedules, and documentation.Monitor progress and adjust resources, timelines, and deliverables as needed.Ensure projects align with strategic priorities.Agile team coordination (25%)Drive accountability for achieving sprint and release goals.Support backlog management and prioritize work with TechOps.Track sprint progress, velocity, and identify blockers.Foster collaboration and accountability within the TechOps team.Stakeholder communication & reporting (20%)Engage with stakeholders at all levels, from frontline staff to the leadership team, to align expectations and ensure buy-in.Act as the bridge between the technical team and business stakeholders.Provide regular project status updates, highlighting risks, dependencies, and progress.Translate technical concepts into accessible language for diverse stakeholders.Manage expectations and escalate issues when needed.Risk, issue, and change management (10%)Proactively identify and assess project risks and issues and develop mitigation strategies.Oversee change management activities, ensuring smooth adoption of new processes and technologies.Maintain logs of risks, issues, and decisions for transparency and governance.Process improvement & best practices (5%)Recommend and implement process improvements to enhance delivery efficiency.Coach teams and stakeholders on best practices in agile delivery and project governance.Share lessons learned to strengthen future projects and team capacity.Why join usStrategic Impact: Influence high-profile technology initiatives that support organizational growth and innovation.Leadership Exposure: Work closely with the CIO and senior leaders, providing visibility and input into technology priorities.Collaborative Culture: Lead diverse, cross-functional teams in an environment that values agility, innovation, and shared success.Professional Growth: Advance your expertise by managing complex, multi-stakeholder projects that directly impact organizational outcomes.Qualifications and knowledge5+ years of project management experience in technology projects.Hands-on experience with agile methodologies (Scrum, Kanban).Strong organizational and problem-solving skills.Excellent communication skills with the ability to engage both technical and non-technical stakeholders.Expertise with project management tools (e.g., Jira, Trello, Asana).PMP, CSM, or PMI-ACP certification is an asset.Compensation and benefits:Starting salary range $80,000-$95,000 annually, based on skills and experience required for the roleFull-time position, 40 hours/weekHybrid work solution with a minimum two (2) days in the officePosition available in Calgary, AB or Toronto, ONThree weeks’ vacation, plus a company-wide winter breakFlexibility to work outside of regular business hours due to meetings or eventsBenefits plan – medical, dental, short & long-term disability, and life insuranceAnnual Wellness Budget to support personal well-beingAccess to Group RSP with matching employer contributionsEvolving DEI initiatives – our staff is representative of our client baseHow to apply:We thank all candidates in advance. However, we will only contact those selected for an interview. To apply, please submit, in confidence, a résumé, design portfolio and a cover letter that sets out your interest in the role and highlights your relevant experience. Please include your salary expectations in your cover letter. The preferred method of application is via email to hr@teamwindmill.org (reference: Senior Project Manager).Windmill Microlending is an equal-opportunity employer. Adhering to Canada’s Human Rights Act, Windmill grants equal employment opportunity to all qualified persons without regard to race, creed, colour, gender identity or expression, disability, sexual orientation, family status, marital status, citizenship, ancestry, ethnic origin, age, or place of origin. We celebrate diversity and are committed to creating an inclusive environment for all employees. As an active participant in the Federal Government’s 50-30 Challenge, we are committed to building a more diverse, inclusive, and vibrant economic future for Canadians by attaining gender parity and significant representation of underrepresented groups on our board and in senior management positions.Information on Windmill Microlending - http://www.windmillmicrolending.org