This article aims to log into the seldom-seen humorous side of CIOs, unveiling jokes and witty quips that entertain and provide a glimpse into the unique perspective from which these technology leaders view their digital domains.

Whether you’re managing a billion-dollar hedge fund, trying to make sense of economic indicators, or simply explaining yield curves to your confused friends at dinner, these 40 CIO jokes will lighten up your day.

Jul 27, 2018 · Regular readers will be aware that I am always keen to take suggestions for topics for pages of puns, so based on such a request, here are some CIO jokes. Just in case any of you are not familiar with the jargon, CIO means Chief Information Officer, or the person leading the technology division of a large company.

We have compiled a list of most well-known agile jokes. They’d surely make you smile. Enjoy! A Pig and a Chicken are walking down the road. The Chicken says: “Hey Pig, I was thinking we should open a restaurant!” Pig replies: “Hm, maybe, what would we call it?” The Chicken responds: “How about ‘ham-n-eggs’?”

That post covered four such familiar jokes, along with what I felt were some common themes uniting them: IT hubris, narrow perspective, self-righteousness. Each of those jokes contains a “grain of truth” to it that makes it funny, to IT and non-IT people alike.

Aug 23, 2007 · What has that got to do with CIOs, you may wonder? There's nothing funny about being a CIO -- right? Not so fast. As far as I can tell, the CIO position is rife with comedic potential.

Dec 17, 2014 · I really liked the one about cloud computing making maintenance a thing of the past, but didn’t get the ‘nipple’ reference. Is this some freudian slip an infamous CIO had, or something else that I’m not getting. Could someone please enlighten me?

Oct 15, 2001 · CIO Humor-Maynard Comic Strip. News. Oct 15, 2001. Careers IT Leadership. Related content. Feature 10 most used gen AI tools in the enterprise. By Thor Olavsrud. Apr 17, 2025 9 mins.

Dec 30, 2021 · IT Memes reflect some of the most hilarious yet honest experiences in the everyday lives of an IT professional. Here are some of the funniest IT memes dealing with Help Desk, software development, project management, ITIL, security, working from home, and more! (This article is part of our Tech Books & Talks Guide.

CartoonStock.com has a collection of humorous CIO cartoons perfect for presentations, newsletters, and tech-related content. Say goodbye to boring IT jokes, and add a touch of humor to your digital domain with our funny CIO cartoons.