The newly opened crossing over Split Lake unnerves him due to vibrations in his load; he reaches land safely, only to find a bumpy road that shakes his truck just as badly.
Todd remains stuck in the ditch until late in the day, when a passing road crew spends several hours pulling him loose.
He makes his delivery to North Haven Lodge that night, 36 hours behind schedule; once he returns to Winnipeg, Mark sends him and Darrell on a new run to Utik Lake.
Once he returns to Winnipeg, Mark reprimands him for his dangerous wrong turn but sends him to Deer Lake, Ontario with a load of construction supplies.
During a 6-mile lake crossing, Lisa's engine begins to struggle; she barely makes it across before her truck shuts down completely to clean its air filter.
Art is taking his own load of supplies to Deer Lake; he breaks one set of tire chains while climbing a hill, but decides to keep going despite the reduced traction.
He eventually gets clearance from VP and makes the pickup, annoying Mark greatly, but must now face a low fuel supply and a rough, slick road as he drives back to Winnipeg.
On a steep downhill run, he is forced to accelerate in order to cross a narrow bridge and climb the hill beyond it; he briefly loses traction in the deep snow, but muscles his truck over the peak.
Low on fuel and with the next town 20 miles ahead, he nurses his truck across a nighttime ice crossing only to run dry shortly afterward.
A set of broken tire chains complicates Todd's run to deliver groceries to Big Trout Lake, but he brings it in on time to resupply the village for the coming year.
Alex takes the first load of the contract, a set of septic tanks, and brings it in after navigating the tight corners of the final stretch.
Lisa and Todd head for Utik Lake with pontoon boats and building supplies, respectively, and must force their way through the soft snow without losing control.
They venture onto a newly opened river crossing, even though the fast currents have led to uneven and possibly incomplete freezing; at the other side, Lisa fails to climb a steep hill and has to back onto the ice for another attempt.
In Winnipeg, Darrell hires his son Reno and takes him on a delivery run to Big Trout Lake to get him accustomed to the winter roads.
Once they reach the end of the road's pavement section, Darrell lets Reno drive, cautioning him about the ice crossings and other hazards.
He sends Art on a run to Lac Brochet, with Joey Barnes escorting him on the final, most dangerous leg – a plan that rankles him greatly at first.
Art, Lisa, and Todd are dispatched to Fort Severn, Ontario, following a 500-mile winter road whose length qualifies it for the Guinness Book of World Records.
On the third day of the trip, after dealing with slick corners and a rapidly melting 5-mile river crossing, a check of the loader on Lisa's truck reveals that its batteries are dead.
Reno's speed causes his load to shift on the trailer, leaving it at risk of overbalancing, but he insists on fixing the problem himself and succeeds.
The two catch up to Art, Lisa, and Todd on the final stretch of the trip, the morning of the fourth day, and all five reach Fort Severn safely.
Also in episode 5, Burke was fined $490 and "shut down" (suspended from driving) for three days, due to multiple log-book infringements and over-working, from being stuck in the snowstorm on the previous round trip.
Kelly was not censured by Mark for her actions, as it was "a morally and ethically right thing to do," and she was offered a job by Darrell for the next season; she was undecided on switching sides.