Managing Director, IT Systems and Delivery

2 weeks ago


Toronto, Canada Porter Airlines Full time

Job Summary

Porter is embarking on a significant technology transformation journey to reshape its IT landscape over the next 2-3 years. This ambitious transformation is centered around several pivotal pillars including modernizing applications, streamlining project delivery, and igniting innovation throughout the organization. The Managing Director, IT Systems and Delivery, will act as a linchpin in this endeavor, serving as the chief champion and transformation lead. While directly accountable for a subset of transformation pillars, their overarching responsibility is to orchestrate the comprehensive progress of IT's transformation, aligning closely with Porter’s strategic ambitions. Reporting to the Senior Vice-President (SVP) and the Chief Information Officer (CIO), the Managing Director, IT Systems and Delivery, will play a pivotal role at Porter. They are set to lead the company's ambitious IT transformation journey. As one of the primary champions of this initiative, the Managing Director, IT Systems and Delivery, will oversee key parts of the transformation. They are directly responsible for initiatives such as the Enterprise Data Program, the launch of an innovation practice, and the establishment of a QA Automation Center of Excellence. Their duties also include driving a cultural shift within the IT department. They will embody and advocate for change, agility, innovation, and a data-driven approach. The broad responsibilities of the Managing Director, IT Systems and Delivery, also involve ensuring the successful execution of strategic transformation pillars. They will inspire and prepare the IT team for future technological landscapes. This role requires maintaining a strong partnership with Porter's leadership to ensure these efforts align with the company's wider strategic objectives. This leadership position demands more than traditional management skills. It calls for a dynamic approach to reshape the IT team's culture. The Managing Director, IT Systems and Delivery, will lead by example, welcoming change and fostering an innovative environment. They will support a culture of continuous learning and development at all team levels. The success of the Managing Director, IT Systems and Delivery, hinges on their leadership effectiveness in driving Porter’s IT transformation. Key performance indicators include advancing the Enterprise Data Program, project delivery success rate and establishing an innovation practice and a QA Automation Center of Excellence. Additional measures include operational efficiency improvements, effective use of third-party vendors, stronger client relationships, and notable advances in cultural change and talent development within the IT department. Duties & Responsibilities Lead IT Transformation Initiatives: Spearhead Porter's IT transformation, aligning with strategic pillars to modernize the IT landscape and meet business objectives. Innovate and Adapt in Leadership: Guide the IT department’s transformation with a keen focus on resilience and adaptability, setting a standard for leadership that thrives on change and uncertainty. Maintain a Transformation Scorecard: Develop and oversee a comprehensive scorecard to track and report on the progress of Porter’s IT transformation. Optimize Project Delivery Methodologies: Collaborate with the Director, Development and Delivery to embed Lean, Agile and Design Thinking principles, enhancing project efficiency, delivery quality, and stakeholder satisfaction. Collaboration and Integration: Promote collaboration across IT disciplines and Solutions Delivery functions— Program Management, Architecture, Infrastructure, Cybersecurity, Data, Development and Delivery, and Innovation teams—to ensure cohesive and integrated efforts toward achieving transformation goals. Strategically Integrate Third-Party Vendors: Assume a pivotal role in integrating selected third-party vendors into Porter's IT strategy, positioning these collaborations as catalysts for transformation beyond conventional support functions to achieve transformative goals and operational efficiencies. Advance the Enterprise Data Program: Drive the expansion of the Enterprise Data Program, using data analytics and AI to enable actionable insights and a data-driven culture. Establish an Innovation Practice: Create an incubation and experimentation practice to explore and scale new technologies, leveraging third-party partnerships for innovation. Champion Agile Transformation: Advocate for and support the integration of Agile methodologies, promoting a culture of flexibility, continuous learning, and adaptation. Cultivate a Learning Culture and Communities of Practice: Encourage continuous learning and the development of communities of practice, fostering an environment where knowledge sharing, and collaboration thrive. Attract Next Generation Talent Through Academic Partnerships: Establish partnerships with universities and academic institutions, creating pathways for young talent to join and enrich the IT department. Reinforce Inclusion in Transformation: Anchor our commitment to equity, diversity, and inclusion within the heart of Porter's IT transformation journey by actively weaving diverse perspectives into our strategy and execution. Ensure Quality and Compliance in Delivery: Oversee the implementation of QA automation and standards to ensure high-quality project delivery that meets specifications and compliance requirements. Create a QA Automation Center of Excellence: Develop a center focused on advancing QA practices and technologies, boosting operational efficiency and product reliability. Foster a Culture of Continuous Improvement: Embed a mindset of continuous improvement, leveraging Lean principles and retrospectives to streamline processes and enhance efficiency. Cultural Evolution: The expectation for this leadership role extends beyond traditional management, requiring a dynamic approach to actively shape and evolve the IT department's culture. This involves leading by example in embracing change, fostering an environment that prioritizes innovation, and supporting an ethos of continuous learning and development across all levels of the team. Behavioural Competencies Concern for Safety: Identifying hazardous or potentially hazardous situations and taking appropriate action to maintain a safe environment for self and others. Teamwork: Working collaboratively with others to achieve organizational goals. Passenger/Customer Service: Providing service excellence to internal and/or external customers (passengers). Initiative: Dealing with situations and issues proactively and persistently, seizing opportunities that arise. Results Focus: Focusing efforts on achieving high quality results consistent with the organization’s standards. Fostering Communication: Listening and communicating openly, honestly, and respectfully with different audiences, promoting dialogue and building consensus. Exemplifying Integrity: Treating others fairly, honestly, and respectfully, furthering the integrity of the organization and its relationships of trust with team members and the broader community. Inspiring Others: Energizing and inspiring others to strive for excellence and commit to common goals and purposes, creating a sense of self-efficacy, resilience, and persistence in followers. People Leadership: Assuming a leadership role in helping others achieve excellent results. Leading Change: Recognizing the need for change, being open to new ideas and methods, and championing transformational change within the organization and beyond. Qualifications Bachelors degree in computer science, Engineering, Business Administration, or a closely related discipline, providing a foundational understanding of both technology and business principles. Over 20 years of extensive and progressive experience in IT and product development across varied organizations including a significant tenure of at least 10 years in leadership roles, underscored by a notable ability to lead cross-functional teams and effectively navigate complex organizational structures. Demonstrated success in evaluating, testing, and implementing innovative technologies, as well as spearheading major innovation and transformation initiatives within large, complex environments. Expertise in enhancing enterprise data programs, utilizing data analytics and artificial intelligence to bolster strategic decision-making and advance business objectives. Solid experience in initiating innovation practices and advocating for Agile methodologies, focusing on the rapid development, and scaling of new technologies. Strong commitment to equity, diversity, and inclusion, with experience in deploying EDI strategies and leading cultural change initiatives within the workplace. Exceptional ability to foster collaboration across multidisciplinary teams and build robust partnerships with external vendors to enhance project outcomes and technological capabilities. Demonstrated skill in engaging with academic institutions to attract young talent, marketing IT as a dynamic field ripe for innovation and growth. A passion for creating a learning culture and communities of practice, promoting continuous improvement, knowledge sharing, and skill enhancement. Outstanding communication and interpersonal skills, capable of inspiring teams, driving organizational change, and negotiating effectively with a broad range of internal and external stakeholders. If you're passionate about making an impact and your experience doesn't align perfectly with every qualification listed, we still encourage you to apply. Your unique skills, perspectives, and background might be precisely what's needed to drive our transformation forward.

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