Director, Strategic Portfolio Management
Federal Home Loan Bank of Chicago · Chicago, IL · 3 wk ago
On-siteFinance$181k–$319k/yrFull-time
About the role
The Director of Strategic Portfolio Management is responsible for leading the enterprise technology intake, prioritizations, governance, and portfolio management function. This role partners closely with business and technology leaders to ensure technology investments align with strategic priorities, deliver measurable business value, and optimize organizational capacity.
Responsibilities
- Drive strategic investment decisions that maximize business value and ensure IT resources are focused on the initiatives with the greatest impact
- Create a disciplined portfolio management capability that brings transparency, consistency, and data-driven decision making to technology investments
- Partner with executive leadership to proactively identify portfolio risks, resource constraints, and delivery trade-offs, enabling more predictable execution of strategic investments
Requirements
- 15+ years experience in portfolio management, PMO leadership, technology governance, or strategic planning
- 5+ years of leadership experience
- 4 year Bachelor’s degree or higher in Business, Information Technology, or related field
- Experience facilitating executive governance forums and prioritization discussions
- Strong understanding of portfolio management, capacity planning, and demand management practices
- Experience leading PMO, portfolio operations, or technology governance functions
- Executive Presence: Proven ability to communicate with authority and impact, inspiring confidence among executives, stakeholders, and teams
- Leadership & Teaming: Demonstrated success in building strong, collaborative, and diverse teams, with a track record of coaching and mentoring to develop future leaders
- Stakeholder Management: Strong ability to anticipate stakeholder needs, manage expectations, and navigate complex organizational dynamics with diplomacy
- Process & Governance: Expert knowledge of portfolio governance, risk management, and compliance frameworks
- Financial & Business Acumen: Strong financial literacy and the ability to link project execution and outcomes directly to organizational value
- Technical & Domain Knowledge: Solid understanding of agile best practices, financial services, and emerging technologies
- Analytical Skills: Able to spot systemic risks, evaluate trade-offs, and make sound, data-driven decisions
- Proven ability to influence senior leaders and navigate complex organizational trade-offs
- Strong analytical, communication, and executive presentation skills
- Experience leading people and developing talent
Qualifications
- Expertise in portfolio management, governance, and technology strategy
- Experience in managing large-scale technology projects and portfolios
- Strong understanding of financial services industry and regulatory requirements
- Ability to lead cross-functional teams and drive strategic initiatives
- Excellent communication and interpersonal skills
- Experience with portfolio management tools and methodologies
Skills
- Strategic thinking and problem-solving
- Project management and portfolio management
- Financial analysis and budgeting
- Stakeholder engagement and negotiation
- Technology and business acumen
- Leadership and team management
Benefits
- Comprehensive benefits package including retirement plans, medical, dental, and vision insurance, a lifestyle spending account, and flexible PTO
- Competitive compensation and bonus structure
- Opportunities for professional development and growth
- Central downtown location with easy access to public transportation and scenic views
Pay
$181,125.00 - $318,675.00
Schedule
Full-time