Jonathan Feldman

Digital Business, No Human Sacrifice. Chief Information Officer, IT rehab coach, award-winning writer, public speaker.

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InformationWeek

I wrote a weekly business technology leadership column for InformationWeek for over a decade. Here are a sampling of some of my more popular columns:

5 Ways To Lose Your Best IT Talent

Knowing what drives away your best IT workers offers clues about how to retain them.

The old saw goes: Nobody gets a job between Thanksgiving and New Year’s Day. That’s because hiring managers are busy taking time off. But, it is equally true that your best employees think the most about leaving their jobs when they have time off, during the holiday season and otherwise. […]

 

Dear Marketing: You’re Doomed (If You Don’t Change)

Marketing pros and the technologists who support them are killing us with irrelevancy and no opt-in. Quit it, or risk the black hole.

Working as a CIO and as a technology columnist, I see both technology PR and IT vendor marketing heading in the same, dangerous direction. In summary, those who do not seek ongoing, permission-based connection are doomed to send out perky little missives that get swatted away before they’re seen, in an endless robotic arms race between marketers and anti-clutter, attention-defending bots. And lest you get smug that you’re in IT and don’t have to worry, let me assure you that you do. […]

True Digital Organizations Put People First

Digital transformation means significant and sweeping organizational change. It is not something that will be led by IT, it is not something that a chief digital officer can do alone. It requires culture change, and lots of it.

The phrase “digital transformation” has become the buzz du jour. Predictably, the usual suspects in IT and in the vendor space have tacked on “digital” and “digital transformation” to their resumes. (Hashtag-yay.) But digital transformation isn’t only about IT or vendors. […]

How To Hire Your Next CIO

Business technology is in transition. Make sure your next CIO can rise to the challenge.

It’s time to say goodbye to IT and say hello to something new, perhaps called “digital services.” But getting there will take leadership. If you’re hiring a new CIO, or are part of a team that’s hiring a new CIO, it’s a great opportunity to steer the ship in the right direction. […]

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Copyright © 2025 Jonathan Feldman. All opinions expressed are his, not those of his associates or employer.