Sr Director, Technology Strategy & Portfolio Management

Posted 13 Hours Ago
Be an Early Applicant
Chicago, IL, USA
Hybrid
200K-240K Annually
Senior level
Agency • Gaming • Marketing Tech • Mobile • Analytics
tms is a global company, uniting technology, marketing and sourcing to drive transformational change.
The Role
Leads enterprise technology strategy, governance, portfolio management, PMO delivery coordination, vendor oversight, budgeting, risk management, and executive reporting. The role aligns technology investments with business priorities, governs initiative intake and resource allocation, manages vendor performance and escalations, coordinates cross-functional delivery, and supports operational readiness. It also builds and mentors PMO and vendor management teams, drives process improvement, and partners with C-suite stakeholders on strategic planning and transformation.
Summary Generated by Built In
ABOUT US
tms unites technology, marketing, and sourcing to drive transformational change for the world's leading brands. With more than 1,400 employees across 28 countries., we offer an impressive range of solutions - from inspiration and innovation to category management and delivery.
Operating as a creative agency, a strategic consultancy, a sourcing business, and a technology provider, we engage with over 110 million customers every single day for our clients, including McDonald's, T-Mobile, O2, Starbucks, and adidas.
Most importantly, we're a place where you can achieve great things, and be recognized as the best.
WHAT MATTERS THE MOST
Breakthrough, business-driving ideas come from extraordinary people with the freedom to be their most authentic selves at work. Authenticity and diversity are critical elements of our business. They can only be realized when we create access and equity for all. We foster a culture of inclusion and belonging and aspire to be ever-evolving.
tms is a place where brilliant people are better together. If you want your ideas to be heard and to contribute to a culture of inclusion and authenticity, bring us your voice! Visit us at tmsw.com.
WHY WE THINK YOU WILL LOVE THIS ROLE
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.
This leader will report to the CIO and partners with senior leadership to lead cross-functional enterprise technology initiatives, drive digital transformation, support security initiatives and align IT strategy with overall business and financial objectives. The role sets long-term planning frameworks, optimizes enterprise technology operations, and ensures the seamless integration of emerging enterprise solutions across the organization. It also identifies opportunities for process improvement, manages budgets and resource allocation for the corporate technology department, and mentors PMO and VMO teams to foster a culture of excellence and accountability.
What you will own:
Strategic Leadership
  • Align technology investments with organizational strategy, developing budgets and program roadmaps in partnership with finance and business leaders
  • Establish and maintain governance frameworks for technology programs to ensure alignment and accountability
  • Define and execute the Technology PMO vision, mission, and strategy in support of enterprise goals
  • Prioritize initiatives based on strategic impact, resource availability, and business need

Governance & Portfolio
  • Lead technology governance processes to drive alignment, transparency, and decision-making.
  • Oversee Corporate Technology portfolio health, reporting, and investment visibility.
  • Govern intake, prioritization, and resource alignment across technology initiatives.
  • Drive executive and steering committee governance, including reporting and decision support.

Vendor Governance
  • Oversee strategic vendor performance, accountability, and service delivery.
  • Govern vendor SLAs, contracts, and compliance with operational commitments.
  • Lead resolution of critical vendor escalations and risks.
  • Chair vendor operational and performance reviews to drive continuous improvement.

Delivery Coordination / PMO
  • Establish and maintain project delivery standards, governance, and operating rhythms.
  • Oversee cross-functional dependencies, risks, and execution alignment across initiatives.
  • Ensure operational readiness and successful transition of technology capabilities into production.
  • Coordinate enterprise technology change portfolios and delivery calendars with Infrastructure & Operations.

Executive Operations Support
  • Provide executive-level KPI, dashboard, and portfolio reporting.
  • Enable leadership team effectiveness through meeting governance and strategic planning support.
  • Drive visibility and management of key risks, issues, and escalations.
  • Oversee investment tracking, prioritization, and portfolio-level decision support.

Stakeholder Engagement
  • Partner with C-suite executives, department heads, and cross-functional teams to align technology initiatives with business strategy
  • Serve as the primary point of contact for business leadership on program status, risks, and issue resolution

Resource & Capacity Management
  • Allocate and manage resources across the portfolio to optimize efficiency and delivery
  • Identify and address skill gaps within the program and vendor management teams
  • Build a culture of deep business alignment, accountability for outcomes, and continuous improvement

Risk Management & Quality Assurance
  • Proactively identify, assess, and mitigate risks across technology programs
  • Establish metrics and KPIs to measure program success and drive continuous improvement

Team Leadership
  • Build, mentor, and lead a high-performing PMO and vendor management team
  • Foster a culture of collaboration, innovation, and accountability

Process Improvement
  • Continuously refine methodologies, tools, and processes to improve delivery efficiency and effectiveness
  • Promote adoption of industry best practices and emerging trends in technology management

WHAT YOU WILL BRING TO THE ORGANIZATION
  • 10+ years of progressive experience in technology management, including 10+ years leading enterprise governance, PMO (technical and functional), and vendor management functions
  • Demonstrated ownership of a technology portfolio, including intake, prioritization, and executive-level portfolio reporting
  • Proven experience managing technology vendors: 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; Master's degree preferred
  • Proven track record managing large-scale, complex technology programs in a global, fast-paced environment
  • Budget ownership of up to $20M across global and business-line technology spend
  • Strong understanding of technology development lifecycles and methodologies (Agile, Waterfall, hybrid) and delivery tools (e.g., Jira, Microsoft Project)
  • Exceptional leadership, communication, and interpersonal skills, with demonstrated ability to influence stakeholders at all levels
  • Excellent time management and organizational skills
  • PMP, PgMP, or equivalent program management certification

SKILLS AND EXPERIENCE WE WOULD LIKE YOU TO HAVE
  • Strategic thinking and planning
  • Strong analytical and problem-solving skills, leveraging data to inform decisions and drive program success
  • Ability to manage multiple priorities in a fast-paced environment
  • Ability to foster innovation, encouraging teams to think creatively and challenge the status quo
  • Change management expertise
  • Commitment to diversity, equity, and inclusion

And we'd love you to...
  • Understands technology operations deeply
  • Challenges leaders diplomatically
  • Thinks in enterprise priorities-not project silos

Any of the following would be a plus
  • Familiarity with infrastructure and operations change and release calendars
  • Agile certifications (e.g., SAFe, CSM)
  • Experience leading through change management and organizational transformation
  • AI experience

Starting Salary between: $200,000-$240,000
TOTAL REWARDS
Our total rewards philosophy integrates programs for compensation, benefits, recognition, learning and development, corporate culture, corporate citizenship and work-life balance. While individual program components may differ by country, some things remain constant:
  • Our commitment to rewarding results
  • Opportunities to work with talented and driven individuals at every level of our company who respect each other, treat each other fairly and hold one another accountable for our customers'-and our company's-success

There's more ...
  • Generous medical, dental, vision and other great benefits
  • Paid parental and medical leave programs
  • 401(k) with a company match component and profit sharing
  • 15 days of paid time off plus company holidays
  • Hybrid work model
  • Tuition reimbursement and student loan repayment assistance
  • Inclusive employee resource groups

EQUAL OPPORTUNITY EMPLOYER
We are an equal opportunity employer, and we value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, sex, gender, gender expression, sexual orientation, age, marital status, veteran status, or disability status. We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.
RECRUITING AGENCIES
tms does not accept agency resumes submitted by third-party vendors unless a valid agreement has been signed and the tms Talent Acquisition Team has granted authorization for submissions for a specified position. Please do not submit or forward resumes to our site, tms employees, or any other company location. tms is not responsible for any fees related to unsolicited resumes.
#LI-AM1
#LI-hybrid
Nearest Major Market: Chicago

Skills Required

  • 10+ years of progressive experience in technology management
  • 10+ years leading enterprise governance, PMO, and vendor management functions
  • Experience owning a technology portfolio, including intake, prioritization, and executive-level reporting
  • Experience managing technology vendors, including performance management, SLA and contract oversight, and escalation resolution
  • Experience 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 technology budget ownership and resource allocation
  • Bachelor's degree in Computer Science, Information Technology, Business Administration, or a related field, or equivalent professional experience
  • Master's degree
  • Experience 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
  • Understanding of technology development lifecycles and Agile, Waterfall, and hybrid methodologies
  • Experience with delivery tools such as Jira and Microsoft Project
  • Exceptional leadership, communication, and interpersonal skills, with 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 skills
  • Strong analytical and problem-solving skills using data to inform decisions
  • Ability to manage multiple priorities in a fast-paced environment
  • Ability to foster innovation and challenge the status quo
  • Change management expertise
  • Commitment to diversity, equity, and inclusion
  • Deep understanding of technology operations
  • Familiarity with infrastructure and operations change and release calendars
  • Agile certifications such as SAFe or CSM
  • Experience leading organizational transformation and change management
  • AI experience

What the Team is Saying

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tms Compensation & Benefits Highlights

  • Healthcare Strength — Healthcare offerings are presented as comprehensive, with medical, dental, vision, and EAP/mental‑health support highlighted across company pages and job listings. Some materials also point to multiple plan options and strong baseline coverage.
  • Retirement Support — Retirement programs include a 401(k) with company match (and RRSP matching in some regions) alongside references to profit sharing. Role descriptions portray structured long‑term savings support as part of total rewards.
  • Leave & Time Off Breadth — Time off is described as broad, with PTO plus company holidays, paid parental and medical leave, and year‑end office closures appearing in postings and profiles. Additional elements like personal days, sick time, and volunteer time are also cited.

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The Company
HQ: Chicago, IL
1,296 Employees
Year Founded: 1986

What We Do

tms unites technology and marketing and sourcing to drive transformational change for the world’s leading brands. With 1200+ employees across 26 countries, we offer an impressive range of solutions — from inspiration and innovation to category management and delivery. ​ Headquartered in Chicago with 10 offices worldwide, we are responsible for some of the world’s most successful and iconic long-term marketing platforms, including McDonald’s Happy Meal and MONOPOLY programs. Operating as a creative agency, a strategic consultancy and a technology provider, we engage with over 110 million customers every single day for clients including McDonald’s, adidas, T-Mobile, Starbucks, Vue and O2.

Why Work With Us

We have a culture of collaboration that fosters creativity among a diverse mix of talent. From Lunch and Learns to guided meditation sessions led by our people, we believe that celebrating the skills, experiences and inspiration of our people brings us closer to the results that matter.

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tms Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Typical time on-site: Flexible
Company Office Image
HQChicago, IL
Amsterdam, NL
Duisburg, DE
Levallois-Perret, FR
London, GB
Munich, DE
Seattle, WA
Singapore, SG
Toronto, Ontario
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