Portfolio Delivery Leader

RSM•Chicago, IL

About The Position

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.

Requirements

Bachelor of Science or equivalent experience in Software Engineering/Cloud/technology leadership role - Required
Solid understanding of Microsoft Azure cloud architecture and administration
Experience building on premise, off-premise and hybrid solutions
Experience building business solutions with a strong understanding of business processes required
Strong conceptual, analytic, and expert problem-solving skills
An understanding of current development technologies
Strong leadership skills with experience managing Agile SAFe development teams to deliver complex business solutions
Motivated to work in a new and growing environment
Strong mentoring and training skills
Excellent communication, collaboration, and influence skills and conveys an approachable demeanor
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
Strong business knowledge in Audit, Tax, Consulting and/or internal functions of the firm required
Strong experience in Agile SAFe Knowledge and experience with Application Lifecycle Management with Microsoft Team Foundation Server
Experience presenting to C-level executive and Board of Director levels
Proficiency in performing and reporting risk, business impact
Knowledge of experience in developing and documenting cloud architecture and plans, including strategic, tactical and project plans.
Knowledge and experience leading teams focused on Azure cloud and related cloud technologies
Ability to determine when Customization, Development, or additional commercial products are required
Hands on experience with large scale implementation(s) of Azure in an enterprise environment required, specifically around:
Deploying applications for scale in Azure cloud
Monitoring and support of Azure Disaster Recovery
Performance tuning and optimization
Strong leadership skills and the ability to work effectively with business managers, IT engineering and IT operations staff
Ability to influence without authority
Ability to build strong relationships across lines of business, functional areas, and outside vendors
Excellent verbal, written and interpersonal communication skills, including the ability to communicate effectively across the entire organization
Ability to be a leader and SME of Cloud technologies for project and application development teams, management, and business personnel
Ability to drive delivery, motivate team as well as provide input into achieving realistic timelines, roadmaps, and goals
Strong leader: takes ownership, leads by example, creates, and motivates high-performing teams

Nice To Haves

Master of Science - Preferred

Responsibilities

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