Corey and Abby are ambitious entrepreneurs determined to keep their family's generational maple syrup business alive; from humble beginnings working out of a sugar shack, they're in the process of building a state-of-the-art facility.

Dreaming of one day living a simpler life on the lake, Michelle and Jesse need to transform their new cabin into a hotspot vacation rental; they hope that this property will be the first of many rentals, but they need Bryan's help to get them back.

Brian and Vera built the off-grid resort of their dreams on a random island…actually called Random Island. But as they near retirement age, they've realized the business isn't profitable enough for them to take a step back.

After successfully owning and operating three breweries, Rob and Taras want to expand their business to bring more jobs to their local community. With big dreams of creating a 'Brewer's Village' to become a tourist destination and events venue, they need Bryan's help to conquer this massive undertaking. If they don't nail this expansion, everything they've built will be at stake – along with all of the local jobs they plan to bring to the community.

With the purchase of a seaside fishing resort, Rob and Lorraine have quickly become full-time 'dragon slayers' fixing a never-ending slew of renovation surprises. But with new problems constantly creeping up on them, they just can't manage all the projects that have to be done – especially while still working their day jobs. They need Bryan's help to renovate their suite with the highest income-generating potential so they can start to turn a profit and save up enough cash to renovate the rest of the property and keep their business alive.

Matt and Alicia bought their town's beloved bowling alley to save it from being torn down. The business is a local landmark, giving young, old, and everyone in between a safe, familiar place to gather and unwind. But with a hefty list of renovations, and only one year to turn a profit before they risk losing the building, time is not on their side. Matt and Alicia need Bryan's help to keep this business alive – not just for them, but for the entire community.

New-generation farmers, Samantha and Paul, have big dreams for their rural business. They want to create a beautiful farm stand to sell their home-grown products, but also, to give local artisans a place to sell their goods on a high-traffic road. After years of putting off the build to learn the ropes of farming, Sam and Paul need Bryan's help to transform their prefab building into a destination worth stopping for. If they don't get the farm stand up and running before summer, they – and the entire community – will face another year of lost income.

City slickers turned country boys, Ryan and Taylor, need Bryan's help to transform their live-and-work farm into a show-stopping distillery and bar. With their town's reputation for being home to the hippest and hottest food and drinks outside of the big city, they need to create a venue that stands apart from the competition. If they don't race to the finish line, they'll miss the town's seasonal influx of tourists and may be forced to close up shop before they even open.