Digital Transformation Jobs in Chicago, IL

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Looking for Digital Transformation jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Digital Transformation position in the Chicago, IL area.

Senior Enterprise Data Warehouse Architect

Company: Argo Group

Location: Chicago, IL

Posted Nov 06, 2023

Argo Group is a leader in specialty insurance, known for its vibrant culture built on respect, equality, wellness, and opportunity. The company is innovative and agile, offering flexible workplace policies that support employee well-being. The Senior Data Architect role requires extensive experience in data and analytics solutions, P&C Insurance, and data modeling tools. The ideal candidate should have strong communication skills, curiosity, and the ability to understand business processes and data generation. Argo Group offers a comprehensive Total Rewards package, including competitive compensation, merit-driven profit sharing, flexible workplace policies, and extensive health, wellness, and financial planning options.

Internal Auditor, Risk Management

Company: Discover

Location: Chicago, IL

Posted Nov 06, 2023

Discover is seeking experienced professionals for its Internal Audit Department. The role involves assessing risk management frameworks, controls, governance, execution, and oversight. The company values diversity, teamwork, and collaboration, offering a competitive compensation package and benefits. The ideal candidate should have a degree in a relevant field and relevant experience, with a willingness to obtain a Certified Internal Auditor (CIA) certification. Discover is committed to a diverse and inclusive workplace.

Creative Resource Manager

Company: Inside Ideas Group

Location: Chicago, IL

Posted Nov 06, 2023

Inside Ideas is seeking a Creative Resource Manager with 3+ years of experience in a resourcing role. The role involves managing resource requests, working closely with department leads, and maintaining relationships with recruitment agencies and onsite teams. The ideal candidate should have a degree, understanding of creative agency skill sets, experience with workflow tools, and excellent problem-solving, organizational, and communication skills. The base salary ranges from $80,000.00 to $110,000.00. Inside Ideas, established in 2004, is a global leader in custom creative ecosystems, fostering a culture of entrepreneurism, collaboration, and continuous learning.

Desktop Support Specialist

Company: SDI Presence

Location: Chicago, IL

Posted Nov 06, 2023

The job description is for a Desktop Support Specialist at SDI Presence LLC, a company that provides IT consultancy and managed services. The role involves installing, configuring, and troubleshooting desktop and notebook computers, as well as supporting end-users. The company is looking for a candidate with 5+ years of experience in desktop hardware and software, and a strong understanding of Microsoft products.

Vice President, Sales

Company: Smartly.io

Location: Chicago, IL

Posted Nov 06, 2023

Smartly.io is seeking a Vice President of Sales to expand and accelerate growth in the West and Central US regions. The role involves driving market growth, establishing sales processes, building brand awareness, recruiting high-caliber team members, and embodying Smartly.io's values. The ideal candidate has experience in building and scaling businesses, leading self-organizing teams, communicating with C-suite executives, and understanding the online advertising ecosystem. Smartly.io offers a comprehensive benefits package, including five weeks of paid time off, generous healthcare, wellness benefits, and equity grants.

Desktop Support Specialist

Company: SDI Presence

Location: Chicago, IL

Posted Nov 06, 2023

The job description is for a Desktop Support Specialist at SDI Presence LLC, a company that provides IT consultancy and managed services. The role involves installing, configuring, troubleshooting, and maintaining Microsoft Windows desktop and notebook computers and peripherals.

Senior Manager, Customer Strategy

Company: League

Location: Chicago, IL

Posted Nov 06, 2023

League is a platform technology company that powers next-generation healthcare consumer experiences. They have received significant funding and have been recognized by several organizations for their innovative approach to healthcare.

Lead Operations Strategy Analyst

Company: Discover

Location: Chicago, IL

Posted Nov 06, 2023

Discover is a leading digital banking and payments company that values its employees and offers a collaborative culture, competitive compensation, and a range of benefits. The company is committed to diversity and inclusion and is an equal opportunity employer.

Paralegal

Company: Discover

Location: Chicago, IL

Posted Nov 06, 2023

Discover offers a collaborative culture with opportunities for growth and making a difference in one of the world's leading digital banking and payments companies. The role involves working closely with in-house legal attorneys to manage and mitigate risks, conduct internal investigations, and prepare legal documents. The position requires an Associate's Degree in Paralegal Studies, Law, or related field and 2+ years of experience in a legal department or related field. The base pay ranges from $31.73 to $44.23, with additional incentives possible. Benefits include paid parental leave, paid time off, a 401(k) plan, and more.

Senior Director of Product

Company: Attain

Location: Chicago, IL

Posted Nov 06, 2023

Attain is seeking a Senior Director of Product with 7+ years of experience, preferably in startup environments and Ad Tech. The role involves leading an early-stage product from market fit to exponential growth, focusing on the Measurement product's methodology and reporting. The ideal candidate will have experience with data analysis, measurement products, and digital privacy laws. Responsibilities include defining the measurement strategy, partnering with product marketing, and working with key advertisers and agencies. Attain values continuous growth and encourages applications even if experience doesn't match every detail.

Policy Advisor

Company: Federal Reserve Bank of Chicago

Location: Chicago, IL

Posted Nov 06, 2023

The Federal Reserve Bank of Chicago is seeking an experienced leader for its Financial Markets Group. The role involves conducting applied research on policy issues affecting financial markets, advising senior leaders, and maintaining relationships with industry leaders. The position offers a comprehensive benefits package and a continuous learning environment. The ideal candidate will have an advanced degree in finance, economics, business, or public policy, and 10+ years of experience. The role requires travel up to 10% and access to confidential information. The Federal Reserve Banks are committed to diversity and inclusion.

Senior Financial Markets Specialist

Company: Federal Reserve Bank of Chicago

Location: Chicago, IL

Posted Nov 06, 2023

The Federal Reserve Bank of Chicago's Financial Markets Group is seeking an experienced professional to contribute to research on policy issues affecting financial markets, focusing on trading, clearing, and settlement of derivatives. The role involves conducting applied research, communicating findings, and advising senior leaders on matters related to the expertise area. The position offers a comprehensive benefits package and a continuous learning environment. Requirements include an advanced degree in finance, economics, business, or public policy, 7+ years of experience, and a commitment to public service.

Frequently Asked Questions

What are the typical salary ranges for Digital Transformation roles at different seniority levels?
Entry‑level (Digital Transformation Analyst) typically earns $70k–$90k annually; Mid‑level (Digital Transformation Manager or Cloud Engineer) ranges $110k–$150k; Senior (Lead Architect or AI Lead) $160k–$210k; Director or VP $220k–$300k plus bonuses and equity.
What skills and certifications are most valuable for a career in Digital Transformation?
Top skills include cloud platforms (AWS Certified Solutions Architect, Microsoft Certified: Azure Solutions Architect Expert, Google Cloud Professional Architect), data analytics (SQL, Python, R, Tableau), AI/ML (TensorFlow, PyTorch, Azure ML), enterprise integration (SAP S/4HANA, MuleSoft, Enterprise Service Bus), and governance frameworks (TOGAF, ITIL, PMP). Certifications such as Certified ScrumMaster (CSM), Certified Data Professional (CDP), and Certified Digital Transformation Officer (CDTO) add market value.
Can I work remotely in Digital Transformation roles?
Yes. 70% of Digital Transformation positions list full‑remote or hybrid work. Roles that focus on cloud, data engineering, and process automation typically have no on‑site requirement, while strategy and stakeholder engagement may request occasional on‑site meetings.
What career progression can I expect in Digital Transformation?
A common trajectory starts with Analyst, moves to Transformation Lead, then to Manager, followed by Director of Digital Strategy, and culminates in VP or Chief Digital Officer. Each step adds responsibility for larger teams, higher‑value projects, and cross‑functional budgets.
What industry trends are shaping Digital Transformation today?
Current trends include accelerated multi‑cloud

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