Ken Jennings' Drip

Oct. 30, 2025:
7/10 Cool-dad costume? Relatable-mid-level-manager cosplay? Ken's giving good early Halloween! (Or Ken's just dressed very averagely, 5/10, lol. 😉)

Oct. 29, 2025:
10/10 Drip hadn't even looked at Ken before Drip's better half -- who is usually stoic in the face of this project -- burst out, "I like this outfit. He looks good." WELL. All you can do in the face of that is give the man a 10. Bold colors and pattern, played off each other nicely.

Apologies for the extraneous A. Drip was fantasizing about artisan peanut butter.

Oct. 28, 2025:
Forget rating Ken's suit (boring, 3/10, just waiting for a food stains to liven it up) -- this episode's glory was the trio's day jobs: sports anchor, Olympic bobsledder *in training* (what if she had had a Ken streak?!), and a "peanut butter artisan." Oh man, what a time to be alive!

Oct. 27, 2025:
6/10 Yeah, OK. Drip doesn't like the tie -- it screams hideous '70s damask bedspread -- but this is the best use of the Shirt of Bad Patterning so far.
ALSO: 500/10 for contestant Aaron Levine, who delightfully wrote his name as AA-Ron. IYKYK. 🗝🍌

Oct. 24, 2025:
4/10 Ugh. Drip will give ten whole American dollars (*) to anyone who breaks into the Sony studios and burns this season's shirts. We have decided they're the real problem.

* The true reward is doing the right thing. Right? Right. But $10 for car fare!

This photo is pretty good considering a cat was biting Drip's head while Drip was taking it. True story. Ahh, vacation, so relaxing!

Oct. 23, 2025:
7/10 Shirt and suit, 4-ish. But THE TIE. Drip loves this tie. Drip wants a jacket made out of that material for clubbing, or for walking into bars where everyone will then yell "Driiiip!" This would have to be a progressive bar; Cheers couldn't handle the awesome.

This was the I'm-here-because-of-Beyonce episode, and the Queen would NOT approve of this look, either.

Oct. 22, 2025:
3/10 Zzzzzzzzzzzzzzzzz ... wuzzat? We fell asleep during Jeopardy!? How is that posszzzzzzzzzz

Oct. 21, 2025:
9/10 Good patterning mixing, a bright pink tie that works -- RIP, Wardrobe (Drip assumes recent improvements mean he's dead).

That's mean, even for Drip. Mild apologies. (There, Mom, manners!)

Oct. 20, 2025:
5/10 Things have been so crazy this October, Drip isn't going to complain about paisley per usual. This is fine! Paisley is ... OK! This is even a good use of this shirt. Sigh. 😆

(FYI: Drip is on vacation this week, so please excuse the weird photo angles.)

Oct. 17, 2025:
7/10 Oh. Well. This is very nice and not offensive at all. Drip doesn't know what to do with it. Drip is fueled by sarcasm and Cheetos, not complimenting others.

Oct. 16, 2025:
2/10 Dotty, in both senses of the word.

Oct. 15, 2025:
8/10 Honestly, Drip thought this shirt was red & blue when we first saw it recently (left). But now it's so obvious it's *purple* & blue. Just like now it's so obvious that Wardrobe CAN pair patterns well, they just don't always want to (or maybe gremlins dress Ken when W's on leave).

Oct. 14, 2025:
5/10 OK, we guess. But hear Drip out: This should be a Valentine's Day outfit, right? Or maybe Thanksgiving, because that tie is giving cranberry-bog vibes. Yeah, cranberries just floating along in their little blue bog ... what? Drip's not drunk, you're drunk!

Oct. 13, 2025:
10/10 Drip was sure Wardrobe had a mental break and lost all ability to mix patterns. But our long national nightmare of crazy is over! This is how it's done: (hopefully washed) striped shirt, checked suit, blocked tie, all in complementary tones. Ahh. Don't get comfortable, but ahh.

Oct. 10, 2025:
Ehhhh, 4/10 -- It feels like Drip should like the look, but something is off. And this shirt clearly is going to be a *thing* this season, blarg. Can we have TWO Shirts of Uncomfortable Feelings? Maybe this one can be the Shirt of Bad Patterning. Because it IS.

Oct. 9, 2025:
5/10 Overall innocuous. BUT: Let's talk shirt. Some dude wears a white shirt 5 days in a row, no one thinks he's wearing the same one. Not so for a patterned shirt! Yes, yesterday is technically the same day filming-wise, but it's still a breach of etiquette. So sayeth Snob Drip, 1/10.

Oct. 8, 2025:
Suit: 9/10 Drip's favorite, losing a point solely because it needs better tailoring.
Tie: 2/10 Hideous, but in the wake of the horrors we've seen recently, it manages to get 2 points.
Shirt: Take note of the shirt ... to be continued in the Oct. 9 post.

Oct. 7, 2025:
9/10 This is the kind of Jeopardy! loud Drip approves of: bold suit pattern, bold tie pattern in the same tones, lavender shirt. This is as baller/nuts as Ken should get. Anything more overpowers his dad jokes, and we can't have that.

Oct. 6, 2025:
1/10 Oh look, it's two bad seeds hanging out together -- the Shirt of Complicated Feelings, and April's Tie of Awfulness! Gross on their own, but head-scratchingly terrible together. They're probably going out after the show to start a bar fight.

Oct. 3, 2025:
8/10 Oh! Hi! We're back to normal! Usually Drip would say, "This reads spring/summer, not fall," but good lord, after the week we've had, we'll take anything even *approaching* good. Nice work, Wardrobe, pat on the back! <whispering> If you find W's stash, for god's sake FLUSH IT.

Oct. 2, 2025:
2/10 Sure, what the hell ever, Drip has lost the will to live.

Oct. 1, 2025:
1/10 Did we learn nothing from Monday?! Does anything go now? Human sacrifice, dogs and cats living together ... mass hysteria?! Also, what *is* that, architectural-blueprint pattern? For once, paisley's almost the least offensive part of the look.

Sept. 30, 2025:
4/10 Normally Drip would hate this tie (it's what scrambled eggs would look like if they were bloody). But after yesterday's carnival of horror, this just gets an "eh" shrug.

Sept. 29, 2025:
-5,000/10 WHAT IS HAPPENING.

I ... I don't know where to start. Are we being pranked? I'm asking seriously. 4 days, 3 in this suit, and the insanity just escalates. On Tuesday, Ken's going to be wearing a clown suit under it.

Paisley on paisley on checked, my god. And Pepto pink! 😭

Sept. 26, 2025:
2/10 What is this tie pattern, fish from Chernobyl? Even Ken's like 😬 "do I have to go onstage?" Drip digs this checked suit a lot, but it's being abused.

Sept. 25, 2025:
4/10 On the edge of boring, but Drip is adding a point for the weird but entertaining tie pattern. Rice Krispies? Dancing amoeba? It's a teeny Rorschach test!

Sept. 24, 2025:
8/10 A little loud, a little bold, but in a good way. For Ken, this is like putting on heeled boots, some petticoats and scarves, and really getting down with his inner Stevie Nicks. (We'll allow the paisley because the queen's name has been invoked.)