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Senior Lead IT Services

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Proxima
Full Time position
Listed on 2026-10-24
Job specializations:
  • Business
    Business Systems & Technology Analysis
  • IT/Tech
    IT Business Analyst, Business Systems & Technology Analysis
Salary/Wage Range or Industry Benchmark: 120000 - 210000 USD Yearly USD 120000.00 210000.00 YEAR
Job Description & How to Apply Below
What you'll do
Support delivery across client engagements
  • Lead and manage global teams across complex client engagements.
  • Develop and execute category strategies across IT Services, including professional services, managed services, outsourcing, systems integration, and application development and support.
  • Lead complex IT Services sourcing and commercial initiatives, from developing third-party strategies and conducting market assessments through competitive sourcing, negotiation, contracting, and implementation.
  • Assess supplier landscapes, delivery models, pricing structures, and commercial terms to identify opportunities for cost reduction, value creation, and improved supplier performance.
  • Build structured fact bases and translate complex information into clear, actionable insights and recommendations for clients.
Analyze data to inform decisions
  • Analyze IT Services spend, supplier portfolios, rate cards, resource models, and commercial structures to identify savings, consolidation, and performance improvement opportunities.
  • Apply market intelligence, benchmarking, and commercial analysis to evaluate supplier proposals, challenge existing arrangements, and support fact-based negotiations.
  • Develop robust business cases, support benefits tracking, and maintain a clear view of progress against agreed delivery and value targets.
  • Ensure analyses are accurate, commercially focused, and designed to support senior-level decision-making.
Engage and collaborate with stakeholders
  • Build trusted relationships with senior client stakeholders across Technology, Procurement, Finance, and the wider business to understand requirements, challenge thinking, and align objectives.
  • Lead engagement with IT Services suppliers across sourcing events, commercial negotiations, contracting, and supplier performance discussions.
  • Communicate complex findings and recommendations clearly and credibly to senior client stakeholders.
  • Lead workshops, working sessions, and key client interactions, bringing structure, challenge, and commercial insight to discussions.
Work in a global, flexible model
  • Operate effectively in a global, hybrid environment, balancing client, home, and office-based work.
  • Travel as required to support client delivery and team collaboration.
What you bring
Experience and skills
  • 8+ years of experience in global IT procurement, with deep category expertise in IT Services.
  • Strong knowledge of indirect procurement, ideally gained in a consultancy environment or working alongside consultants; relevant industry experience will also be considered.
  • Deep subject matter expertise across IT Services categories such as professional services, managed services, outsourcing, systems integration, application development and maintenance, and technology consulting.
  • Strong understanding of IT Services commercial and delivery models, including statements of work, rate cards, time-and-materials, fixed-price, managed service, and outcome-based arrangements.
  • Demonstrated experience leading complex IT Services sourcing initiatives, supplier negotiations, and commercial optimization programs.
  • Experience working with major global and regional IT Services providers and navigating complex, multi-supplier environments.
  • Experience managing significant spend portfolios, ideally exceeding $50M annually.
Consulting mindset
  • Strong stakeholder engagement, communication, and client relationship skills, with the confidence to engage and influence at senior levels.
  • A proactive, ownership-oriented approach, with the ability to independently lead complex work streams and deliver high-quality outcomes.
  • Strong commercial judgement, problem-solving skills, and the ability to turn analysis into practical recommendations.
  • Comfort operating in a fast-paced,…
Position Requirements
10+ Years work experience
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