In this episode of Shelling Peas, Chef Ryan Jennings sits down with Rochester business leader Howie Jacobson—an entrepreneur, marketer, and storyteller whose career has been filled with bold risks and big wins. From importing Colombian soccer balls to running major brands and landing an unprecedented endorsement from a Beatle, Howie’s journey is a masterclass in adaptability, creativity, and business savvy.

Lessons from a Serial Entrepreneur

Jacobson’s story is deeply rooted in Rochester’s business landscape. His entrepreneurial spirit traces back to his grandparents, who built a meatpacking business from the ground up—literally walking the streets with cuts of meat to sell to restaurants. That same drive fueled Howie’s ventures, from launching a soccer ball import business in Bogotá, Colombia, to opening a restaurant at Bristol Harbor, to revolutionizing marketing in the beverage industry.

One of his biggest career milestones came at Constellation Brands (formerly Canandaigua Wine Company), where he played a pivotal role in turning the company into a wine and spirits powerhouse. He also spearheaded a groundbreaking campaign that made Ringo Starr the first Beatle to star in a television commercial. His ability to blend marketing ingenuity with fearless decision-making set a new standard for brand building.

Reinventing Rochester’s Iconic Brands

Jacobson was also instrumental in saving Genesee Brewing Company when it was on the verge of shutting down. Along with a group of investors, he ensured that Rochester’s historic beer brand remained local. His creative marketing strategies helped revitalize Genesee and reinforce its legacy.

Today, through his work at Red Rock 1886, Howie continues to advise and mentor companies across industries, sharing his expertise in branding, business strategy, and market positioning. His key advice to entrepreneurs? Keep moving forward, surround yourself with smart people, and embrace new opportunities with confidence.

Listen to the Episode