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Unlocking Digital Transformation Success: 10 Game-Changing Questions Every CIO Must Ask

1 min read
CIO questions digital transformation

Successful digital transformation (DX) requires a business-first approach, supported by the right skills, culture, and strategy. Here’s how CIOs can assess whether their digital initiatives are on track for success.

Digital transformation remains a top priority for CIOs, with numerous reports showing its continued importance even after a decade of DX efforts. The constant emphasis on transformation reflects its increasing necessity for business growth, especially as the technology landscape evolves at a rapid pace.

Foundry’s 2024 State of the CIO survey highlights this, with 88% of CIOs stating that their roles are increasingly focused on digital innovation. Similarly, TEKsystems’ 2024 report found that 84% of respondents consider DX a core component of business strategy.

However, many organizations still struggle with achieving DX success. Some view it as a temporary project with a clear start and end, while others mistakenly see it as just a tech initiative rather than a broad organizational change.

For those missing the mark, there are often overlooked signs that their transformation efforts need adjustment. To help CIOs course-correct, we asked experienced IT leaders—including current and former CIOs, consultants, and advisors—what essential questions CIOs should ask to ensure they’re headed in the right direction.

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