Pros
It's the New York Times, the paper of record, one of the great icons of New York and United States culture and history and still producing amazing journalism. A pretty homogeneously politically liberal workplace, which is is not as easy to find in NYC as one might expect. Extremely PC. You will never hear an inappropriate joke, or any comment disrespectful to religion, race, gender, etc. Extremely diverse, ethnically. Pretty good bonus and 401k matching compared with other tech/media companies. Three weeks vacation + three personal days.
Cons
Digital side is a highly individualistic atmosphere. Engineers are expected to make a name for themselves in hackathons, and I didn't observe sincere camaraderie between others or directed at me from any but a very few people during my time there. There is a culture of overdesign and a love of the status quo, which means you will spend most of your time trying to maintain ridiculously complex systems. Product decisions seem to be based on intuition rather than a careful analysis of data, which is perplexing due to the immensity of pageview and other usage data from the various platforms that is just lying around unused. The result is 200 engineers working on few know exactly what and having who knows what impact on the success of the business. In general, data analysis and data collection are not understood and not highly prioritized there. The workspace itself is gray, dark, lifeless and depressing. Insist on a tour of the floor if you get an onsite interview. There is no process (letter of warning, bad review, etc.) for termination. One day you will simply be informed your employment is over. I observed many totally unexpected terminations of hardworking and talented individuals and no explanation of any substance was ever provided. I've spoken with other former employees and the "ambush firing" is apparently standard practice there. So if you join the Times don't ever assume anything about the security of your job.