Has the NYT ever been progressive? At times they've brought some very good journalism, but I have the impression that they've always been firmly on the side of big business.
A few years ago I had seen a very old (about 1920 I think) NYT article posted on Reddit in which they completely misrepresented what had happened when the powers that be attacked strikers. A straight up hit piece against the strikers & it was not an opinion article. So back then they were firmly on the side of big business, but without any of the journalistic integrity that the paper is now known for.
The only way that I can think of that someone might consider the NYT as a progressive paper, is if factual reporting is considered leftwing/progressive, which is only a relatively recent development in the USA.