Scott and Sheldon come face-to-face with a train bell that might have come from the famed train crash that killed Jumbo the Elephant in the late 1800s. If the provenance holds true, it could be their biggest payday ever. And from hidden garages full of antique toys to a property stacked with vintage amusement rides, the guys go toy crazy but negotiations for the prized possessions aren’t a game.

Scott and Sheldon come face-to-face with a train bell that might have come from the famed train crash that killed Jumbo the Elephant in the late 1800s. If the provenance holds true, it could be their biggest payday ever. And from hidden garages full of antique toys to a property stacked with vintage amusement rides, the guys go toy crazy but negotiations for the prized possessions aren’t a game.

The guys hunt for a classic old Canadian canoe in Saskatchewan’s north but find themselves up a creek without a paddle when the collectors aren’t too willing to sell. Scott gets frustrated when the proprietor of a genuine Trading Post in La Ronge, filled with choice furs, bear traps, and beaded buck skin jackets, won’t even sell them his dried beaver balls! And deep in the wilderness, they discover a treasure trove of stunning historic canoes, but to get one they have to haggle with a quick-witted teenage girl.

The guys head to The Rock to load up on authentic Newfoundland collectibles. In a church filled to the rafters with handmade furniture, a shark’s jaw, and vintage photographs, Sheldon spots a solid brass ship wheel akin to the nautical world’s Holy Grail. In Port de Grave, Scott struggles to get a read on a local picking legend whose wild collection includes an erotic powder horn. But before they can start the deal making, the guys have to become honorary Newfies by getting Screeched In.

The Pickers make a friendly wager to crisscross Newfoundland in search of the greatest piece of kitsch. In the process, they meet a salty dog of a seller who tries to fleece the mainlanders when they spot a rare dogsled circa WWII. The guys go on a feeding frenzy in a private collectors’ barn filled with authentic local furniture priced to sell. And near Torbay, Sheldon finds a classic kitsch curio steeped in controversial Newfoundland history that he’s sure will beat all the items Scott has picked up along the way.

The Pickers make a friendly wager to crisscross Newfoundland in search of the greatest piece of kitsch. In the process, they meet a salty dog of a seller who tries to fleece the mainlanders when they spot a rare dogsled circa WWII. The guys go on a feeding frenzy in a private collectors’ barn filled with authentic local furniture priced to sell. And near Torbay, Sheldon finds a classic kitsch curio steeped in controversial Newfoundland history that he’s sure will beat all the items Scott has picked up along the way.

Keeping one eye out for Big Foot, the Pickers hunt for big deals in Southern B.C. Scott and Sheldon come up against a poker-faced collector stocked to the gills with local memorabilia. In Creston, Scott’s eyes light up when a motivated seller shows the guys her cornucopia of vintage pedal cars, penny toys, and miniatures. If only she would sell her husband’s mint-condition toy trucks. In Cranbrook, a cowboy collector’s glitzy silver saddle impresses but its hefty price tag wipes off the sheen. But when he leads the guys to a hot collection of cedar-stripped canoes, the Pickers perk back up.

The Pickers charge out of the gate in Quebec’s horse country to find the area’s finest antiques. At the first stop Sheldon zeroes in on an unusual Inuit carving by a famous artist. Down the road, the guys press a farmer and lifelong collector to sell some of his prized Turn Of The Century farm equipment, vintage signage, and amusement park games. Scott makes an outrageous offer when he spots a rare tin can. In a massive storage space filled with horse collectibles, the guys spot the best pieces they have ever seen.

The guys uncover nine vintage tables that had reportedly been owned by former Montreal Canadien hockey player Henri "Pocket Rocket" Richard.

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In the Season 2 finale, the best items of the year are auctioned off.