ANNAPOLIS, Md. — The journey of Lamy and his beloved Pip’s Dock Street Dogs began nearly two decades ago, starting with just a simple hotdog cart and a heartfelt name that holds special significance.
“Nineteen years ago, I launched my hotdog cart and wanted to find a memorable name. I decided to call it ‘Pips’ after my daughter, who was given that nickname by her grandmother,” Lamy stated.
After successfully running the hot dog cart for several years, Lamy received the exciting opportunity to open a permanent establishment along the City Dock in Annapolis, where Pip’s Dock Street Dogs has proudly served customers ever since.
Pip’s Dock Street Dogs owner looks back on 17 years of hot dogs, community challenges, and family in Annapolis
Pip’s Dock Street Dogs: Celebrating 17 years of dedication and flavor in Annapolis
However, Lamy’s path has not been without difficulties.
“It hasn’t been an easy ride; it requires a lot of hard work. As an owner, you have to pour your heart and soul into the business. There were times, especially after numerous floods in the earlier years, when we would gather as a family to discuss whether we should continue pushing forward,” Lamy shared.
Among the many challenges, the devastating floods, particularly the significant one in 2024, nearly brought the family-owned business to its knees.
“We lost everything but that grill; everything else was completely destroyed,” Lamy recounted.
Thanks to relief funds from the state and support from neighboring restaurants, Pip’s was able to recover from the disaster and maintain its operations — a feat Lamy is profoundly thankful for.
“Seventeen years have flown by, especially considering that 90 percent of small businesses fail within the first year,” he acknowledged.
Looking towards the future, Lamy expressed enthusiasm about the upcoming renovations on Dock Street and hopes that an even greater number of visitors will choose Pip’s as a regular destination rather than just a one-time stop.
“It’s crucial for everyone, regardless of where they live in the county or city, to support local businesses. Whether it’s grabbing a coffee or a sandwich a few times a year, it really does make a difference,” Lamy concluded.
This article has been adapted from on-air reporting by a journalist and has undergone modifications with AI assistance. Our editorial team ensures that all content across platforms is verified for fairness and accuracy.




