The Eye of the Needle – The annual challenge will take place in a right-hand drive Nissan 300ZX, to test the theory that drivers in the past were more likely to collide to the passenger side (which this year would be the left-hand side) when contestants collided with the arches on this course. Dale is quickly confused by the right-hand drive car, and hits every single arch on the passenger side at below the minimum speed of 50 km/h. Contestants only have one attempt at speed, so Dale is permitted another run. In her second run, she hits all the arches on the passenger side again. Lance also fails the challenge after clipping the first and fourth arches on the passenger side and the last on the driver side. Donna's anxiety makes Brad nervous during his run, and he hits the arches every time Donna screams inside the vehicle (which she does twice, once on each side of the car). On Jamie's run, she hits into the third archway so off-center (to the passenger side) and at so high a speed that the windshield nearly shatters (which, up to that point, the show's crew had never even considered possible). Because Jamie had seriously damaged the right-hand drive vehicle, Dean will get to do his run in a left-hand drive Suzuki Swift. He goes flawlessly at 40 km/h, prompting him to try for an 80 km/h run (Andrew's directions had been to drive at the fastest speed that he felt comfortable). He passes easily, much to Brian's surprise.
The Cross – Though the show has tried to avoid using vintage cars for challenges this year, they are forced to use their 1970 Chevrolet Monte Carlo (previously used as Andrew's car in the Lane Change Rally) in this challenge first introduced in Canada's Worst Driver 3 – due to running out of cars from the 1980s and 1990s (so far, four stick-shift cars have burnt clutches, the car from the water-tank challenge is flooded, and many other vehicles have gotten extensively damaged or stuck). Lance quickly scratches the car's doors in his run. Jamie also has trouble through her run, further scratching one side. Dale's ill-health from bleeding gums causes concerns from Andrew, so while she rests through the challenge, Brad takes to the course. Brad makes a perfect run while trying to assuage Donna, though Donna is still noticeably upset as his approach is not necessarily what she would have done if she was behind the wheel herself (a problem that she had been trying to cope with, as a serious shoulder injury has prevented her from driving). Dean finishes the fastest out of the contestants. He only hits one thing, but throughout the run, Brian is scared for his life.
Camaro Challenge: The Trailer Challenge – The contestants must tow a sailboat hooked onto the back of the Camaro. The course consists of a precision forward into a hairpin turn before reversing the boat into the water. Andrew encounters a slight problem on his demonstration run (he makes contact with obstacles on two separate occasions), causing the show's crew to widen the course for everyone else's run. Brad, confident that he will do well – and Donna, confident that they will fight in the car – are at odds through this run. In the end, both are correct: they cooperate through the forward portion, but argue through the reverse. Jamie also encounters problems through her run, asking Eric for directions throughout her run; Eric eventually relents after attempting to keep quiet through much of her run. Despite frustration with the hairpin turn, Dean runs through the course without hitting anything in 6 minutes – on a course where Andrew took 33 minutes. Lance nearly tips the boat over negotiating the hairpin turn as the trailer drives through a stack of hubcaps, and the trailer starts to drag more and more obstacles even before switching from forward to reverse; he even reverses the boat into the adjacent boat as he backs the boat into the water. Dale is uncomfortable through her run, but John advises her through half the run. Though he tries to avoid helping her through the second half, he is nevertheless forced to help her through that as well.
In deliberations, Dean would like to graduate, and Brad also wants to graduate (though he admits that the couple's work on communication is still a major obstacle). Dale also wants to graduate, but her performance says otherwise; Dale claims that her medical issues that is preventing her from continuing in her rehab. Dean is at the top of everyone's graduation shortlist; Philippe even claiming that Dean is his only person on his shortlist. Dean graduates, but the experts also believe that Dale's medication will prevent her from continuing. Because only one person may leave per episode, Dale is forced to make the final choice. She ultimately chooses to let Dean go free over her own health, making Dean the next to leave the Driver Rehabilitation Centre.