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Portfolio Delivery Leader

RSM Canada · Chicago

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About the role

We are the leading provider of professional services to the middle market globally, our purpose is to instill confidence in a world of change, empowering our clients and people to realize their full potential. Our exceptional people are the key to our unrivaled, culture and talent experience and our ability to be compelling to our clients. You’ll find an environment that inspires and empowers you to thrive both personally and professionally. There’s no one like you and that’s why there’s nowhere like RSM.

Portfolio Delivery Leader

The Portfolio Delivery Leader is accountable for collaborative design, driving alignment, and successful delivery of a prioritized portfolio roadmap. This role builds and maintains strong, trust-based relationships with key business stakeholders, ensuring that technology investments are aligned with strategic objectives and delivers measurable value.

Acting as a strategic partner to the business digital leader, the Portfolio Delivery Leader ensures the right teams, capabilities, and processes are in place to enable high impact, high-quality solutions. In partnership with Digital Leaders, this role champions an integrated, collaborative delivery model that strengthens business engagement, accelerates decision-making, and enhances transparency across the portfolio.

This position provides leadership and oversight for solution delivery leveraging advanced technologies including ensuring teams consistently apply AI and recent technology design best practices, standards, and methodologies. The Portfolio Delivery Leader is accountable for team performance, delivery excellence, and continuous improvement, fostering an environment of shared ownership, high quality outcomes, and operational efficiency.

ESSENTIAL DUTIES:

  • Cultivate strong, trust-based relationships with stakeholders to collaboratively shape portfolio roadmaps, prioritize initiatives based on business value, and ensure transparent visibility into delivery progress and effectiveness

  • Lead high-performing, client-facing product teams in designing, implementing, supporting, and maintaining world-class custom solutions that seamlessly integrate with internal and external systems. Apply deep business knowledge of assigned lines of business, across lines of business or functional groups to ensure alignment with strategic goals. Drive accountability among leaders to identify and execute opportunities for streamlining delivery workflows through AI, automation, and modern delivery tools. Lead in-house and 3rd party teams on the synthesis of Cloud and hybrid platform offerings into first class solutions for RSM with a consistent focus on delivering high value, high quality solutions that are reliable and will scale to the growing needs of RSM and relevant practice

  • Establish and oversee processes that enable teams to deliver high-value solutions reliably and collaboratively for RSM business and digital solutions teams. Standardize Agile and SAFe practices across all teams, while fostering leadership collaboration with Scrum Masters, Release Train Engineers, and Agile Coaches to uphold SAFe principles and maximize velocity. Champion continuous improvement by driving enhancements in Agile and SAFe practices to optimize delivery efficiency and team performance.

  • Oversee the execution of advanced products, AI and cloud platform development, governance processes, and manage expectations with stakeholders while continuing to advance the partnership with our business leaders through the priority focus of solving business problems. Identify leading practices around platform Security, Data Integrity, Service Quality, Scalability, Privacy, Risk Mitigation, Disaster Recovery, Control and Monitoring.

  • Lead high performing teams ensure best practices; standards and policies are adhered to during the execution process. Lead process optimization efforts and provide regular performance

QUALIFICATIONS:

EDUCATION/CERTIFICATIONS

  • Bachelor of Science

  • or equivalent experience in Software Engineering/Cloud/technology leadership role - Required

  • Master of Science - Preferred

EXPERIENCE

  • 5 years’ experience leading matrixed delivery teams, building strategic roadmaps and providing effective business alignment

  • Solution Development and Governance required

  • 10 years’ experience building enterprise-class on-premise, off-premise and hybrid solutions required

  • 5 years’ experience developing and maintaining policies, procedures, standards, and guidelines required

Required Qualifications:

  • Enterprise integration delivery: Proven success delivering complex integrations across cloud, SaaS, custom, and third-party platforms—including Workday, ServiceNow, CRM, ERP, data and analytics, and finance systems—using API-first, event-driven, web service, connector, file-based, and secure integration patterns.

  • Architecture, security, and governance: Deep knowledge of middleware and iPaaS, API management, reusable services, lifecycle and version management, observability, secure data exchange, privacy, data quality, access controls, testing, and production reliability.

  • Business and operational leadership: Ability to translate end-to-end business processes and enterprise priorities into a scalable integration strategy and roadmap, with accountability for delivery predictability, platform reliability, adoption, risk, cost, cycle time, reduced manual effort, and measurable business value.

  • Executive communication and influence: Exceptional ability to communicate complex concepts, risks, tradeoffs, and decisions; build alignment across business and technology leaders; influence without direct authority; and resolve competing priorities.

  • People and change leadership: Demonstrated success building accountable teams, developing technical and delivery leaders, managing capacity, and guiding stakeholders through technology, governance, and operating model change with sound judgment and re…

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The company

RSM Canada

An audit, tax and consulting firm with a Kitchener office that offers early-stage tech companies tax structuring, R&D tax credits and fractional CFOs.

Kitchener

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