The Forward and Reverse Slalom: For this last traditional challenge, which has been run in two of the previous three seasons, the drivers have to drive a 1968 Pontiac Parisienne (something which visibly despairs Andrew, who is a big fan of this particular model) through a foam arch and then then slalom around a set of foam pedestrians, both forwards and in reverse. Each driver gets 10 attempts, and must finish the challenge in 45 seconds.
Sholom is up first, and his first few attempts prove incredibly slow, before he manages to get the car stuck on one of the foam blocks bordering the course. After that mishap, his runs do gradually improve, and he comes very close to passing on his eighth and tenth attempts, but clips the starting archway on both occasions; a performance that was better than he and most of the observers were expecting, but still a failure (Sholom's failure in this challenge also ties him with Canada's Worst Driver 5 "winner" Angelina Marcantognini as having the most challenge failures in a single season).
Jillian's first four attempts go almost as poorly as Sholom's corresponding attempts, before Andrew theorises that the presence of Sholom and Polly in the car is making her nervous, and has the other two drivers get out. After that, Jillian passes with ease on her next attempt. Polly also proves extremely slow on most of her attempts, and also obliviously clips the arch and/or the foam people in the process. For her final run, Polly asks to have a "running start" some way back from the arch. Andrew agrees to start the timer after Polly passes the arch, only for her to instantly fail by smashing the arch right as her run starts. Despite Polly's performance in this challenge ultimately being the worst, everyone present states their opinion that Sholom will be Canada's Worst Driver.
Charger Challenge: The Mega Challenge: This year's incarnation of the Mega Challenge is largely the same as those used in the previous two years, beginning with an Eye of the Needle and Slalom combo, followed by a precision drive forwards and then backwards through a short course of wheel rims (turning the car around in a section of concrete Jersey barriers in the middle), before attempting a reverse flick, and then navigating a short second Eye of the Needle course into an Icy Corner. Polly gets off to a decent start, carrying out the Eye of the Needle and Slalom combo flawlessly and only hitting two things in the forward precision steering section, but things quickly start going wrong when she turns the car around, as she hits it twelve times, before hitting several things while reversing.
She then fails to even make it into the turning space for the Reverse Flick before hitting an arch in the second Eye of the Needle, before her run ends in disaster as she speeds, locks up her brakes and understeers on the Icy Corner, smashing through the wall. Jillian goes too slowly on the Eye of the Needle and Slalom (though doesn't hit anything), before hitting several things in the precision steering section, albeit while doing a much better job of turning the car around than Polly. She then fails the Reverse Flick by understeering, breaks that Charger's passenger-side wing mirror in the second Eye of the Needle, and then speeds and brakes too late in the Icy Corner. Sholom gets off to a terrible start, smashing two of the arches (and another passenger-side wing mirror) in the opening section, but does navigate the Charger through the first precision steering section and turn it around in the concrete barriers without hitting anything. He hits a lot of things while reversing however, and while he comes closest to passing the Reverse Flick, he fails it by clipping the barrier leading into the turning section. He also comes the closest to passing the Icy Corner, but fails after steering too late and hitting near the end of the boxes.
The Road Test: The final challenge of the season is to drive Andrew through the streets of Hamilton, Ontario. Sholom is up first, and to Andrew's surprise his drive goes very smoothly at first, getting onto the highway and then to a supermarket parking lot where he gets parked up (albeit somewhat to one side) without major difficulty. After this, however, he begins committing ticketable offences, including driving into the oncoming traffic lane, committing several unsafe lane changes, running a red light and a stop sign, and then ending his drive by driving into the starting parking lot through a "no entry" sign. Ultimately, he commits 7 ticketable offences worth a potential $1,135; Andrew notes that Sholom's final drive is definitely not the worst he's ever experienced, but bad enough that he could still be named Canada's Worst Driver. Polly's drive has a far less smooth start, as she turns left from the central lane twice in quick succession, despite Andrew's warnings. She gets through the highway drive without trouble, but her run soon falls apart in downtown Hamilton, as she commits even more illegal turns, drives in a bus lane, holds up traffic at a green light for several minutes due to her being in the wrong lane (and then gets out of her predicament by running the red light when it comes on), and making several unsafe lane changes. Her run ultimately proves even worse than Sholom's, with 9 ticketable offences worth a potential $1,345.
Jillian is the final person to take the drive, which she is supposed to take alone, guided by a GPS, with Andrew following in the camera car. However, she immediately admits that she's far too nervous to even consider doing this. Andrew then offers to accompany her in the traditional manner, but she also proves too nervous to even attempt this, and breaks down in tears over her inability to drive. Andrew suggests that maybe she should consider giving up driving, but she's torn between her desire to continue to drive and her extreme fears. With it obvious to both that Jillian cannot attempt the full road test, Andrew offers to drive her the first section of the test (up to the supermarket parking lot), and then have her drive the same part herself, which she ultimately does successfully despite her nerves and reliance on Andrew to guide her every step of the way.
Finally, Andrew drives Jillian to a side street, and then leaves her with the GPS set to guide her back to the parking lot, so that she can at least do something resembling the intended solo drive. While she's able to eventually complete the drive, she remains incredibly nervous and tearful throughout, which causes her to make several wrong turns, though with the help of the GPS she eventually makes it back to the parking lot. However, the experts do not consider this to be a successfully completed road test, as neither Sholom nor Polly had any such help from Andrew during their runs.
In their final meeting with the experts, the three remaining drivers are asked whether they are Canada's Worst Driver; Sholom admits that he probably is, Jillian attempts to evade the question before saying that she isn't, while Polly angrily denies being the worst. The experts find themselves in a major quandary; Sholom, who everyone expected to be the worst, is actually the one person who all the experts agree isn't Canada's Worst Driver, as he had the best road test and is the most aware of his limitations as a driver. As for the remaining two, however, while Polly is generally agreed to be an overall worse driver than Jillian, the fact remains that Jillian wasn't even able to attempt the final road drive. Shyamala and Philippe feel that Polly's obliviousness makes her the worst driver, while Andrew and Cam are worried that Jillian's panic attacks are a bigger liability; Tim's vote therefore turns out to be the deciding one.
The final three drivers assemble for the trophy presentation, and Andrew announces that Sholom has avoided being named the worst, simply because he wasn't as bad as Polly in the challenges and completed his road test. His generally very poor track record means that he leaves without graduating, though Andrew tells him that given more experience and education, he can probably someday become a competent driver. After Sholom leaves, Andrew regretfully makes the announcement that, in the end, Jillian was judged to be Canada's Worst Driver.
Jillian reacts angrily to this, denying that she's worse than Polly (or even Sholom), but Andrew says that Polly completed the final road test, while Jillian didn't, and that every other driver who failed to finish the road test was named the worst of their season. Andrew returns Polly's licence to her and asks Jeff to drive her home, emphasising that she barely avoided the title, and still recommending that she give up driving. Jillian is presented with the trophy, the only consolation being that she's felt to have more of a chance of eventually becoming a competent driver than Polly does, and that despite the outcome, her relationship with Mitchell has been improved by the experience.