In Season 1, Tatiana turns in a mostly dry but extremely slow performance in the water tank challenge (she took 12:12 minutes as opposed to Andrew's 5:10).
Andrew: "One person asked if we were going to time you with a calendar or with a stopwatch."
For the first challenge in Season 5, they use a Rolls Royce Silver Shadow. The first contestant, Mike Butt, apologizes in advance for the beating it's going to take (and take a beating it does).
During the Season Five water-tank challenge:
Sergeant Cam Wooley: This is rapidly turning into a Wet T-Shirt Contest!
A thoroughly soaked Mike Butt: I've never been on this end of a wet T-Shirt Contest!
Season 5, episode 1: Mike Butt gets lost on the way to the rehab center, and asks a dog for directions.
In the fifth episode of Season 5, one of the challenges was to drive back to the group's hotel at night. Angelina couldn't do this because her headlights were broken (and her registration was expired, though she seemed totally oblivious to this), and ended up having to hire a tow truck. On the way back to the hotel, she ranted at length about how stupid the challenge was and asked "Who the fuck drives at night anyway?" — at which point the tow truck's driver gave her a Death Glare and raised his hand.
Some of the expressions Father Giles made whenever he passed a challenge in Season 5.
"Finish this sentence for me Sly. Sly like the...." "Wind" Corpsing ensues.
He repeats the question later and STILL gets the same answer.
During the fourth episode of Ever, Dale manages to drive like a maniac, but somehow manages to get through all five of the "needles" in the Eye of the Needle challenges. Andrew's expression is priceless.
During the fifth episode of Ever, Andrew's Don Cherry impression is utterly side-splitting.
When a pedestrian comments on the car during Michael's public drive in Ever, he had this to say...
Michael: Perhaps...but I'm still in a Corvette!
Sly leaving his car in gear when he gets out and it starts rolling away!
Eric, Michael's nominator, had this to say in Ever after Sly rolls off into the grass on the Reverse Challenge.
This exchange during Canada's Worst Driver Ever prior to Sly's first run of The Eye of the Needle
Andrew: So why don't we think about what we will do if we have a successful run?
Sly: Me and Fred will have a little dance
Andrew: And what will you do if this is not a success?
Sly: Do a sad dance.
Sly does oblige...to the funeral march.
In the fifth episode of Ever, Kevin was allowed to take the reversing challenge forwards due to being a fan of Trans Ams, one of which was being used for the challenge. Despite destroying the car's passenger mirror and one of the tyres, along with most of the course, he proudly proclaimed it worthy of a pass. Cut to the judges sitting there open-mouthed and completely speechless.
In the third episode of Canada's Worst Driver 10, they give Jason a copy of the Canadian Drivers Handbook to read during the distracted driving course. The passage they have him read? "Driving is a job that requires your full attention." You just know that they had him read that deliberately.
From the same episode, George fails nearly all of the challenges in said episode. Every time he fails, George's nominator, Patrik, gives him a punch. After the shoulder check challenge, Andrew joins in while telling the audience violence is not the solution.
When Chanie of Season 10 attempts the Reverse 180 Challenge on the first try, she immediately crashes straight on into the side barrier before plowing into the box where she was supposed to do the 180. Driver instructor Tim stares at the footage, completely dumbfounded with his jaw opened.
In the penultimate episode of Season 10, they're forced to use their decommissioned police car for what would've been the Cadillac challenge (the car wouldn't start).
Andrew: *after getting into the driver's seat* "I've never been in the front seat of one of these!" (Cue Death Glare from Cam)
Also in the penultimate Season 10 episode: Andrew gradually losing his shit with everyone failing the Icy Corner Challenge despite his repeated advice (don't speed, don't stare at the wall, don't lock the brakes, etc.). While it's certainly warranted and sympathetic, it's hard not to giggle when he's literally hopping mad on the hood of the car after Jason's abysmal performance.
On his final drive, Jason of Season 10 has to pause for a Potty Emergency, and takes a leak on a tree. Oh, and he parks in two spaces reserved for nurses too. Cut to Tim's Flat "What.", and Cam Face Palming. Andrew remarks that he had never seen such a combination of illegal parking and public indecency before. The lines he puts up during and after the relief help set the tone perfectly there.
During the boat-reversing challenge in Season 11, Andrew is sitting in the back of the boat while Sholom is driving:
Andrew:Here's my impression of me being on a boat driven by Sholom. *mock hurls*
Shortly after, Andrew is getting incredibly hopeful that Sholom will actually pass...and then the boat hits the wall, with him yelling out "WE'VE HIT A SHOAL." The "sad dance" shortly after sets the tone perfectly.
Season 11's Renee apparently "Reverses Canadian"...she's apologising repeatedly throughout her run.