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The toughest challenges the IT industry is facing these days are in my opinion:
1. Lack of strategic alignment with the business objectives.
2. Inconsistent management of IT investment portfolio
3. Constantly changing security landscape, involving organized crime and state-sponsored cyber warfare
4. Growing regulatory pressure with stricter penalties
5. Difficulty finding experienced personnel, because of constant technology change
6. Outsourcing dilemma - cheaper, but lower quality? Google, Apple and IBM stopped their outsourcing to India, because of lower quality of project management.
7. Lack of uniform vendor selection criteria.
