What previous experience do you have in developing IT strategy plans?
Understanding the level of experience a candidate has can signal their ability to handle the complex dynamics of an IT environment. This knowledge of past experiences can also inform whether the individual is equipped with strategies to assess and mitigate risks, implement new technologies, or manage stakeholder communication effectively.
What types of IT strategies have you developed or implemented in the past?
The answer to this question can exhibit the candidate’s exposure to the vast domain of IT strategy planning. Moreover, it can reveal their adaptability to different business contexts, and the capability to devise specific strategies to meet unique business needs.
Can you describe a situation in which you had to make a strategic decision that was unpopular but beneficial for the IT infrastructure?
This can illustrate a candidate's preparedness to make challenging decisions. Often, making the right call, which may not be the most popular decision, is what separates a great IT strategist from the rest. Their answer would illuminate their critical thinking capabilities and willingness to stand firm for the IT infrastructure's betterment.
Can you explain your methodology for measuring and reporting the progress of implementing an IT strategy?
An experienced IT strategist not only considers the development of strategies but charts down a proper plan for their evaluation and reporting. It’s not the finish that matters, but the journey too. Therefore, the ability to measure and report the strategy implementation allows a company to assess the effectiveness of their IT strategy plans and provides a foundation for future planning.