Patti only did that in round one.  In round two she made the attempt to match.  There is a video out there when she was picked for the head-to-head match and won the contestant $5,000.

This. Patti’s weird answers were funny, often witty. Joyce Bullifant, on the other hand, gave stupid answers that weren’t funny and was annoying while she gave them.

I have to think Jonathan Winters did both versions of Squares. Daytime games could straddle, so his leisurely pace wouldn’t have impacted the contestants’ winnings.

I feel like it's become more en vogue in the 2000s, probably since Weakest Link.

Dick Clark was given as an example, but his brutal honesty was usually constructive. "This round is not going your way. Let's power through it and focus on doing better next round." That sort of thing.

Now that Pointless (at least Season 4) is legally on YouTube, I've been watching an episode a day.  Alexander Armstrong is just too polite.  Everyone is a good contestant.  Any missed answer is "bad luck". 

So, what shows where a lot more honest when the contestant didn't play that well.  One example I can think of is Dick Clark on Pyramid.  Others?

An obvious answer, though not in the spirit of the question is Weakest Link.

I seem to remember Monty Hall making snippy comments to traders who made a bad deal.  There's times I felt he was pleased he fooled a contestant.

ETA: 
Here's an example at the 5:45 mark.  Monty sounds like he's scolding 3rd graders who acted up.

https://www.youtube.com/watch?v=SZzdbbfQ3fc&t=345

There was at least one interchange on Studio 7 where two players have answered incorrectly and are on the voting block, and Pat says "with those answers do you dread facing either of them?" He was less circumspect in discussing wrong answers, though perhaps not to the level of Gene Rayburn or Richard Dawson.

Oddly enough I did a stream of final episodes on my Twitch channel last Monday. Fitting for my last stream of 2024.

Here is what I picked to be among my favorites:

Super Password #1151 (3/24/89 OC)
Jeopardy (1/3/75 - 50th anniversary of it the following Friday)
Password (6/27/75 OC)
Split Second #115-SPS-75 (6/27/75 OC)
The Gong Show #D500 (7/21/78 OC)
The $20,000 Pyramid (6/27/80)
Match Game #81-35-5 (Final Syndicated ep - airing from 12/31/99 Y2Play GSN marathon)

Lots of these shows already noted in previous posts, so I am very much on the same wavelengths.