Yeah, there are some bad ones in here. But there are also some good ones, too, and you can always use them to come up with other ideas, which is what I think can make lists like this so great. And it costs what, a buck? It's certainly worth a buck.

But I was thinking there might be a little more setup, something that would give some atmosphere and context to a given situation. Something like: "when a certain party member orders their drink or meal, and for the first time they start to drink or eat and a few random times after that, revulsion and laughter can be heard at a table on the other side of the tavern..."

I won't mention the good ones -- and there's plenty to be had -- here for obvious reasons. But I did also feel that the wording on some of them just didn't feel right. For example, it's a little awkward to say, "Oh look, the travelling carnival is back!" ..wouldn't it be more realistic to overhear something like: "Someone looks briefly as the group sits down, saying quietly, 'Travelling carnival's back.'"

You could certainly combine these two ideas. Lies or private details that could draw the party in to a side-quest (or trap!), like "as you walk by, you hear someone speaking about a party member: "And they think he stole that from the Guild, too..." ("Guild" or other organization one or more of the party belong to, such as a smith's guild, a mage's group, or a thieve's guild, or something else.)

LIKED: Lots of variety, more different kinds of descriptions than I expected

DISLIKED: Missing some realism, would be nice to have a little more atmosphere.

This is a really fun item that can get your game creation moving in new directions and with added depth, like the Creepy House Oddities table list before it. I love these list generators. They're a super tool for GM prep. They're meant as embellishment lists, where the GM provides the main elements and the lists provide the window dressing, but there are so many stories that can branch from them you might need some time to reflect. You'll want to add the detail and background the entries deserve (especially those that deliberately pull in party members). There's a nice intro that suggests you can roll to it on the fly in a game, but if you work with it beforehand you can really create some great contexts. Not rolling against the table -- and just using it to build areas and ideas -- is a very real path to choose as several of the entries work so well together. My favorite entry that has given me the most ideas (and, like many of the items, whose reinterpretation is also useful in plenty of other contexts that have nothing to do with a guild setting) is entry 00, because it can change the meaning of all the other items before and after it is encountered.

What a fun list. I can see why we have a lot of great stuff to look forward to in this series.