#87: Sherrill Paul Witt (Lolly The Trolley)

Lay of the Land's conversation today is with Sherrill Paul Witt — founder of Lolly The Trolley.

A beloved icon since 1985, Lolly the Trolley is itself a moving local gem, covering 3.1 million miles during its 37 years on the road where they had as many as 15 trolleys with about 150 people working there.

When the company was started, Cleveland didn't have the sites and tourist attractions that are known by residents and visitors alike — at that time Sherrill took a chance and provided Clevelanders and tourists with a new way to experience the city that was in the early stages of rebirth.

Lolly the Trolley became a rolling ambassador for the city, offering vantages and sightseeing for visitors and residents helping many — myself included — get to know Cleveland much more intimately and create lasting memories.

After almost 40 years of running the business, Sherrill and her co-founder Peter Paul decided to permanently close the company in May of 2022. It was a privilege to hear Sherrill’s reflections on the journey and the evolution of Cleveland throughout that time and how their tours affected so many from around the country and world — from brides to students to sports fans to tourists to locals. Please enjoy my conversation with Sherrill Paul Witt

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Learn more about Lolly the Trolley
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