It’s happening again. Digiday has a new, fun side project on Tumblr. No, Ryan Gosling isn’t involved (sorry, ladies). We give you: Shit Henry Thinks. Henry is the office dog. In truth, we don’t know what Henry thinks. But we’ve come up with some ideas of the thoughts that probably run through Henry’s mind when it comes to the digital media world. Check out the Tumblr for Henry’s latest acerbic observations, thoughts and musings on digital media B.S.
Here are some of the first posts:



More in Media
Here are the biggest moments in AI for publishers in 2025
Here are some of the moments that defined how publishers adapted to the AI era this year.
Digiday+ Research roundup: Gen Z news consumption and diversification in the DSP space were 2025’s top trends
As 2025 winds down, we rounded up the biggest trends of the year, based on the data that resonated the most with Digiday’s readers.
What publishers are wishing for this holiday season: End AI scraping and determine AI-powered audience value
Publishers want a fair, structured, regulated AI environment and they also want to define what the next decade of audience metrics looks like.