In this first episode of the second season of Canada’s Handyman Challenge, Host Jenn Roberston and Judges Scott McGillivray, Paul Lafrance and Bryan Baeumler travel to Halifax where they meet savvy contestants with pre-made plywood projects. From these hopefuls the judges select the top ten handymen in Halifax. These contestants take on their first challenge of building a gate in two hours, after which three contestants will be eliminated. The remaining seven contestants have to create a go-kart, scooter or unique buggy from a garbage bin of materials. Two more contestants will be eliminated after this challenge, and the remaining five are declared the Eastern Canada finalists.

In this episode, the top fifteen handyman hopefuls travel to Toronto and are divided into teams for a wallpaper challenge. After two hours, two contestants are sent home. The second challenge will have the contestants prepare and hang a mirror to precisely match previously hung paintings on a mock living room wall. They will have one hour to complete the challenge and the worst job will have one more contestant hanging up their tool belt.

In this episode, the twelve remaining handymen have to shingle, side and install an eaves system on a corner of a typical house. They will have two hours to complete the task and the contestant with the worst job will be sent home. The second challenge will have contestants designing and installing a non-linear section of foyer floor using vinyl tiles and a small rug. They will have one hour to complete the challenge and at the end, one more handymen will be sent home.

In this episode, the final ten contestants have to face a private challenge with each judge, and the contestant with the worst score will be going home. In the second challenge, the contestants design and tile a bistro table-top in the signature colour palette of Subway Restaurants. At the end of this challenge, the winner will receive a $5000 prize courtesy of Subway Restaurants, while the worst tiled table will have one contestant going home.

In this episode, the top eight contestants are divided up into pairs to design and build a patio swing, with two hours to complete the challenge. The losing team has to “face off “ against each other by installing baseboard and quarter round on a small angle of a wall. After only fifteen minutes, one person is sent home. The next challenge has the contestants reupholstering a cushion of a wooden dining room chair, and after half an hour the contestant with the worst upholstery job will be eliminated.

Amping up the challenges, the contestants need to properly install a recessed pot light with a three-way switch in only two hours before one person is sent home. Then the contestants need to build the longest and strongest plank in just one hour. The contestant with the worst plank will be sent home. The remaining four contestants are just one challenge away from becoming the Canada's Handyman Challenge winner.

In this episode, Host Jenn Roberston and Judges Scott McGillivray, Paul Lafrance and Bryan Baeumler travel to Vancouver where they meet an exuberant group of contestants and their pre-made plywood projects. The Judges select the ten best who then face their first challenge – they have to hang two doors in two hours, and the three contestants with the worst sets of doors are going home. The remaining seven contestants must build a properly functioning stand to support a hammock, and at the end two more contestants will be set packing. The remaining five are declared the Western Canada finalists.

In this episode, Host Jenn Roberston and Judges Scott McGillivray, Paul Lafrance and Bryan Baeumler travel to Toronto where they are greeted by a huge crowd of handy contestants with pre-made plywood projects. The judges select the ten best contestants who then have to install a large casement window in a pre-existing wall. They have two hours to complete it and the owners of the three worst installs are going home. The remaining seven contestants must create a stylish, functioning rocking chair from a picnic table, after which two more contestants are eliminated. The remaining five are declared the Central Canada finalists.

The top four contestants must design and build a unique outdoor living space with the help of two highly skilled carpentry assistants. The handyman who best represents knowledge, skill, creativity and passion will be ceremoniously awarded the title of Canada’s Handyman Challenge winner and a $25,000 prize.