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Director/Senior Director, Digital Transformation (IT Services)

Ankura · Chicago, IL · $110,000–$200,000 a year · Full time

Posted Sep 8, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about an IT transformation you led. What went wrong and how did you handle it?

What they are checking: Whether they have real transformation experience, including recovering from setbacks.

How do you manage multiple engagements and client relationships at once?

What they are checking: Whether they can oversee several engagements while keeping quality high.

Tell me about new business you developed in your past role.

What they are checking: Whether they can help grow the IT Services practice through business development.

How do you build and develop a consulting team?

What they are checking: Whether they invest in team development, which the posting lists as part of the role.

What would you do

A CIO says their IT function is unstable and costly. How do you assess it in the first few weeks?

What they are checking: Whether they have a structured way to assess infrastructure, applications, organization and spend quickly.

The CFO and CIO disagree on IT priorities. How do you help them reach a decision?

What they are checking: Whether they can advise multiple executives and build alignment.

About the work

How would you advise a client on whether to move key systems to the cloud?

What they are checking: Whether they weigh cost, risk, resilience and skills rather than defaulting to a trend.

How do you evaluate an IT organization's structure and governance?

What they are checking: Whether they understand operating models, decision rights and service delivery.

How would you help a client cut IT costs without hurting reliability?

What they are checking: Whether they find savings through vendors, rationalization and efficiency, not risky cuts.

Where do you see AI and automation creating real value in IT operations today?

What they are checking: Whether they have grounded, practical views on AI rather than hype.

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The full job description

As published by Ankura.

Ankura is a team of excellence founded on innovation and growth. Practice Overview Ankura’s Digital Transformation practice helps clients modernize their organizations through technology, data, analytics, automation, and AI. Our IT Services professionals help clients establish high-performing, secure, reliable, and scalable IT functions that enable business transformation and growth. Role Overview We are seeking a Senior Director or Director to help lead and grow our IT Services capabilities. Level will be determined by candidate qualifications and the interview process. This senior role combines deep IT operations and management expertise with executive client advisory, transformation leadership, team development, and business development. This is a hybrid-based role and must be located near an Ankura US office. The individual will help clients assess, stabilize, modernize, and improve their IT functions, including infrastructure, cloud, applications, service delivery, organization, governance, vendors, costs, resilience, and performance. The role will also oversee multiple engagements and client relationships while contributing to the growth of the practice. Responsibilities • Advise CIOs, CTOs, CFOs, and other executives on IT strategy, operations, organization, investment priorities, and transformation. • Assess IT organizations, infrastructure, applications, service delivery, technology costs, vendors, risks, and performance. • Develop and implement IT strategies, operating models, transformation roadmaps, governance structures, and performance-management frameworks. • Improve IT operations, including service management, infrastructure, cloud, applications, support, monitoring, incident management, and business continuity. • Help clients increase reliability, resilience, scalability, service quality, security, and cost efficiency. • Evaluate organizational structures, staffing, capabilities, sourcing models, managed services, and vendor arrangements. • Identify opportunities to modernize technology, simplify application portfolios, reduce technical debt, and optimize costs. • Coordinate with cybersecurity, data, and AI specialists to establish secure and scalable technology foundations. • Lead complex IT assessments, stabilization efforts, modernization programs, and operational improvement initiatives. • Oversee engagement scope, staffing, schedules, budgets, risks, delivery quality, economics, and client satisfaction. • Build trusted executive relationships and manage multiple clients and engagements. • Originate new opportunities, develop proposals, support contract negotiations, and grow a book of business. • Recruit, lead, mentor, and develop multidisciplinary IT and transformation teams. • Develop methodologies, assessment frameworks, accelerators, and thought leadership that strengthen the practice. Qualifications • Typically 12+ years of experience in IT leadership, IT operations, technology consulting, managed services, or digital transformation. • Deep expertise in IT operations and management, including infrastructure, cloud, applications, service delivery, vendors, governance, budgets, and organizational performance. • Experience assessing, stabilizing, modernizing, or transforming enterprise IT functions. • Experience serving in or advising senior IT leadership roles, such as CIO, CTO, or Head of IT Operations, is strongly preferred. • Proven ability to develop and implement IT strategies, operating models, governance frameworks, and transformation roadmaps. • Strong knowledge of IT service management, cloud and infrastructure modernization, application management, cost optimization, and operational resilience. • Demonstrated success leading complex programs, multidisciplinary teams, and executive client relationships. • Business-development experience, including originating opportunities, developing solutions, and expanding client relationships. • Experience managing a book of consulting business is strongly preferred for the Managing Director level. • Strong commercial judgment and experience managing engagement economics, staffing, and delivery risk. • Excellent executive communication, presentation, facilitation, and relationship-management skills. • Bachelor’s degree in information technology, computer science, engineering, business, or a related field is required; an advanced degree and relevant certifications are preferred. • Travel expectations are minimal / as needed. Up to 10% max #LI-Hybrid #LI-MJ1 For individuals assigned and/or hired to work in California, Colorado, New York or other states with relevant pay transparency laws, Ankura is required to include a reasonable estimate of the compensation range for this role. This compensation range is specific to the said markets and considers a broad range of factors including but not limited to skill sets, experience and training, licensure and certifications, and other business and organizational needs. The disclosed range estimate has not been adjusted for the applicable geographic differential associated with the location at which the position may be filled. The range does not include additional benefits outside of salary. At Ankura, it is not typical for an individual to be hired at or near the top of the range for their role and compensation decisions are dependent on the facts and circumstances of each role. A reasonable estimate of the current base pay range is between $110,000 to $200,000; this range is not a promise of a particular wage. Ankura is an Affirmative Action and Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against based on disability. Equal Employment Opportunity Posters, if you have a disability and believe you need a reasonable accommodation to search for a job opening, submit an online application, or participate in an interview/assessment, please email accommodations@ankura.com or call toll-free +1.312-583-2122. This email and phone number are created exclusively to assist disabled job seekers whose disability prevents them from being able to apply online. Only messages left for this purpose will be returned. Messages left for other purposes, such as following up on an application or technical issues unrelated to a disability, will not receive a response.

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