I looked around the WIPO site and found an arbitration case that meets the facts the reddit poster claimed. Either he found a WIPO case and decided to make it a huge "AskReddit," or, yes, the OP is going up against a quite large company.
(Not linking here in an attempt to preserve privacy.)
Indeed, there is a case that seems to match all elements (domain starting with a w).
If that case is indeed the right one, the complainants have had a trademark on their mark since 1953, and yet they let the domain be first registered in 2005, and then bought by the current owner in 2011.
So, they could either have created the domain before 2005 or buy it between 2005 and 2011, but they chose to go against the current owner in June of this year only.
In fact the domain in dispute is a .org, while the company already owns the .com; the .net belongs to a squatter.
I think what happened is, the company didn't care about other tlds than the .com; the .org was bought in January of this year by the current owner, legitimately, but, I presume, from a squatter (and that's why he says that buying the domain in the first place was expensive enough).
And suddenly the company decides they need other tlds; from their point of view they're all squatters; they're wrong, but their line of reasoning is not absurd.
At the moment, he's chosen not to reveal his name, his domain, or the company in question.
I think it's silly, publicity can only help him in a case like this, but we don't get to make that choice for him.
That said, he'd be doing everyone a public service by naming the company. Judging by the WIPO case (which I also found), they're quite inept and shouldn't be trusted with anything more complicated than lincoln logs.
(Not linking here in an attempt to preserve privacy.)