Bobby heads to Texas to meet Dave, a demolition expert who overcame cancer on his path to success. Dave challenges Bobby to lead a team of his workers in demolishing a large section of a building.
In Seattle, Bobby meets Marena, an accomplished commercial diver. Like Bobby, she has overcome adversities and defied the odds to find success in her industry.
Bobby heads to the Black Warrior River in Alabama and meets Michael, a 4th generation tow-boater who moves millions of tons of cargo in giant barges up and down America's waterways.
Bobbyy visits Chattanooga, Tennessee to meet Sharae, a pioneering female truck driver who empowers and supports other women in the male-dominated trucking industry.
Bobby heads to San Francisco to meet Giuseppe, a third generation boat captain, who introduces him to the struggles - and dying art - of deep sea fishing.
In Virginia, Bobby meets PJ, a fifth-generation African American farmer whose family has endured and overcome more than 150 years of discrimination to maintain their land.
In Colorado, Bobby meets Ralph, a former Marine turned Paralympic gold medalist. Bobby listens to Ralph's story of how he overcame the loss of his legs and found renewed purpose through the sport of sled ice hockey.
Bobby travels to Lake Tahoe to meet Josh, a tree removal specialist who focuses on fire prevention. To help keep the forest healthy, Josh challenges Bobby to climb a 100-foot tree and cut it down one section at a time with a chainsaw.
On his home turf in Nashville, Bobby meets Bryan, an expert animal trapper who removes unwelcome critters from attics and crawlspaces and safely returns them to the wild.
Hoping to learn the tricks of the wool trade, Bobby heads to Montana where he meets Evan - and quickly realizes it's a lot more involved than just shearing sheep.