Sr Director, Technology Strategy & Portfolio Management

Morgan Street Holdings•Chicago, IL

9d•$200,000 - $240,000•Hybrid

About The Position

The Senior Director, Technology Strategy & Portfolio Management leads enterprise technology governance, delivery coordination through program and project management, and technology vendor oversight to ensure disciplined execution, operational alignment, and visibility across the enterprise technology organization. Reporting to the CIO, this leader partners with senior leadership on cross-functional technology initiatives, digital transformation, security initiatives, and alignment of IT strategy with business and financial objectives. The role establishes long-term planning frameworks, optimizes enterprise technology operations, integrates enterprise solutions, identifies process improvements, and manages budgets and resource allocation for the corporate technology department. It also mentors PMO and VMO teams and promotes excellence and accountability. The role oversees technology strategy and investment alignment, governance and portfolio management, vendor performance and compliance, delivery coordination, executive reporting, stakeholder engagement, resource and capacity management, risk and quality assurance, team leadership, and continual improvement of methodologies and processes. The position manages budgets of up to $20 million across global and business-line technology spend. The stated starting salary range is $200,000–$240,000, and the role follows a hybrid work model.

Requirements

At least 10 years of progressive experience in technology management, including at least 10 years leading enterprise governance, technical and functional PMO, and vendor management functions.
Demonstrated ownership of a technology portfolio, including intake, prioritization, and executive-level portfolio reporting.
Experience managing technology vendors, including performance management, SLA and contract oversight, and escalation resolution.
Track record establishing project management standards and coordinating cross-functional delivery dependencies at enterprise scale.
Experience partnering directly with C-level stakeholders and preparing steering committee and executive materials.
Strong financial acumen, including budget ownership and resource allocation for a technology function.
Bachelor's degree in Computer Science, Information Technology, Business Administration, or a related field, or equivalent professional experience.
Track record managing large-scale, complex technology programs in a global, fast-paced environment.
Budget ownership of up to $20 million across global and business-line technology spend.
Strong understanding of technology development lifecycles and Agile, Waterfall, and hybrid methodologies, as well as delivery tools such as Jira and Microsoft Project.
Exceptional leadership, communication, and interpersonal skills, including the ability to influence stakeholders at all levels.
Excellent time management and organizational skills.
PMP, PgMP, or equivalent program management certification.
Strategic thinking and planning; strong analytical and problem-solving skills, using data to inform decisions and drive program success.
Ability to manage multiple priorities in a fast-paced environment and foster innovation and creative thinking.
Change management expertise and commitment to diversity, equity, and inclusion.
Deep understanding of technology operations, ability to diplomatically challenge leaders, and an enterprise-wide rather than project-silo perspective.

Nice To Haves

Master's degree preferred.
Familiarity with Infrastructure & Operations change and release calendars.
Agile certifications such as SAFe or CSM.
Experience leading through change management and organizational transformation.
AI experience.

Responsibilities

Align technology investments with organizational strategy and develop budgets and program roadmaps with finance and business leaders.
Establish governance frameworks and define and execute the Technology PMO vision, mission, and strategy.
Prioritize initiatives according to strategic impact, resource availability, and business need.
Lead technology governance processes and oversee portfolio health, reporting, investment visibility, intake, prioritization, and resource alignment.
Lead executive and steering committee governance, reporting, and decision support.
Oversee strategic vendor performance, service delivery, SLAs, contracts, and compliance; resolve critical vendor escalations and risks and chair vendor reviews.
Establish project delivery standards, governance, and operating rhythms; oversee cross-functional dependencies, risks, and execution alignment.
Ensure operational readiness and successful transition of technology capabilities into production, and coordinate technology change portfolios and delivery calendars with Infrastructure & Operations.
Provide executive KPI, dashboard, and portfolio reporting; support leadership meetings and strategic planning; manage visibility of risks, issues, escalations, and investment decisions.
Partner with C-suite executives, department heads, and cross-functional teams to align technology initiatives with business strategy; serve as the primary business-leadership contact for program status, risks, and issue resolution.
Allocate and manage portfolio resources, address skill gaps in program and vendor management teams, and promote business alignment and accountability.
Identify, assess, and mitigate program risks and establish success metrics and KPIs for continuous improvement.
Build, mentor, and lead a high-performing PMO and vendor management team.
Refine methodologies, tools, and processes and promote industry best practices and emerging technology management trends.