Reverse Flick – The Reverse Flick, first taught in Canada's Worst Driver 4, returns. In this challenge, the contestants must reverse into the box at 30 km/h, do a 180 J-Turn in a confined space, before exiting the box forwards. Contestants have 10 attempts before retiring. Mike finishes on his 10th attempt, while Jakob fails, due to overspeed and swinging the wrong way. Arun also fails for hitting the brakes and losing control of the car in his attempts. Father Giles finishes easily and patiently, while Angelina requires Andrew's assistance to pass, due to her new "hands-on" learning philosophy (this would ultimately be the only challenge that Angelina passed during the season).
The Trough – The annual lesson on knowing where the wheels on a car are takes this form this year. In the challenge, contestants must travel through a sand and concrete course, while having the wheels remain on the concrete at all times. Sanah learns quickly the key to the winding course is to take wide turns, and gets Arun to pass after three attempts. Jakob, however, tops that by passing on his second attempt. Mike frequently hits the sand on the first turn, and fails. Angelina and Father Giles gets their cars stuck on multiple occasions, and also fail.
Shopping Cart Hockey – The experts had been baffled at how Mike drives poorly at low speeds but well at high speeds. On the first day, Mike explains to Andrew that he had learned high speed driving from pushing shopping carts with his car. Fascinated, Andrew and the experts endorsed the challenge of Mike's creation (because of this, Mike doesn't do the challenge as he shows it to Andrew). In this challenge, contestants must push a shopping cart with a car up until a white line before letting the shopping cart's momentum lead it through a goal. Contestants have up to 10 attempts to score a goal. Angelina's first shot only narrowly missed, but she was never able to match it in her next nine, usually losing control of the cart before she got to the line. Jakob had looked like he scored on his last attempt, but his car was over the line. Arun was intent on ramming the cart from a distance, but never succeeds. Father Giles prefers a slow approach, accelerating towards the line only at the end. He is the only one to score.
Trailer Troubles – The annual trailer challenge has contestants drive a truck which has two trailers, making the car a total length of 23 metres. They must drive the trailer into a campsite, and park it in marked spaces; the truck itself faces the outside of the campground, while the large and small trailers are behind it. Due to the difficulty of reversing with two trailers, Andrew clearly states that some problem solving is needed: the smaller trailer will invariably need to be unhitched and pushed to its space. Jodie, who drives with trailers daily, gets this, and directs Mike to finish. Arun overdrives the campground, and fails in the reverse. Guy, recognizing the problem, leads Father Giles to pass the challenge, with the truck and trailers facing three different directions. Angelina fails after declining the idea of unhooking a trailer. Jakob is puzzled by the challenge, and due to Stacey being unable to drive, is puzzled by what to do.
In deliberation, only Father Giles and Jakob express the desire to graduate. The experts also feel similarly, but note that Father Giles' only issue, being underspeed, is fully addressed, while Jakob's issue, road rage, still needs work. Because of this, Father Giles graduates, but not before everyone salutes him with his signature two thumbs up pose.