Learn more about The Comfy Cup

Our Team
Mission: To offer a unique blend of work and relaxation and connect the community, one cup at a time.
Vision: To become Baltimore's most loved neighborhood café, where great coffee, meaningful connections, and a welcoming atmosphere bring the community together.
Our team of talented baristas is made up of local women who share a passion for creating something special right here in our community. Each brings her own personality, talents, and unique energy to The Comfy Cup, helping create the warm, fun, and welcoming atmosphere we’re known for. More than just a team, we’re proud to grow together, support one another, and make every guest feel right at home.

Comfy Pup
Toby is our beloved shop dog, providing plenty of smiles and a little emotional support to both our team and customers. When he’s not busy boosting morale, he takes his second job as The Comfy Cup’s head of security very seriously.

Community
The Comfy Cup wouldn’t be what it is today without the incredible support of our neighbors, friends, and community. We’re so grateful for everyone who has cheered us on, shown up, and helped this little dream grow. We can’t wait to see where we go from here—together!
Owner/Founder

Amanda Henning
Origin Story
During COVID, like so many people, I began working remotely. At first it felt convenient — flexible hours, no commute — but over time something started to feel missing. My days began to blur together. Going to the gym in the mornings was often the only social interaction I had. I realized I wasn’t unmotivated — I was unfulfilled. I missed human connection, casual conversation, and having somewhere to go that felt alive.
At the same time, I was thinking about Essex, the place I call home. We didn’t have many spaces where people could work remotely, meet up, or simply exist together. I kept asking myself: why should connection only exist in big cities? Why can’t we create that right here in our own backyard?
So the idea of opening a coffee shop started brewing.
I began asking people in the community whether they would want a local coffee shop, and the response surprised me. Over and over, I heard the same thing: we would love a place like that. Around that same time, an incredible grant opportunity through the Essex Community Development Corporation came to my attention. The process wasn’t easy. It required countless hours building a business plan, gathering financial data, networking, interviewing, and pushing myself far outside my comfort zone. There were moments I wanted to give up, but I kept reminding myself that if it were easy, everyone would do it.
When my business plan was finally selected, I had to decide whether I was ready to go all in on myself — and I chose to move forward.
I’ve been fortunate to travel around the world, and everywhere I went, coffee shops were more than places to grab a drink. They were community hubs — spaces where people worked, shared ideas, and felt like they belonged. I wanted to bring that feeling home. And in September of 2025, The Comfy Cup opened its doors.
But what I’ve learned is that this story isn’t just about me. There are others in Essex doing the same thing in their own way. What connects all of us is intention. We’re not just opening businesses. We’re creating spaces. We’re solving problems. And we’re choosing to invest in Essex with care.
The Comfy Cup is my piece of that story. It’s a space where strangers connect, become friends, and before you know it, one is planning the other’s bachelorette party, women gather monthly for book club and bond over their love for “spicy” books – unjudged, fantasy adventures unfold at Role Play Game Night, little girls can dress like princesses and share tea with dad, and the shy girl finds comfort sharing poetry at open mic night. The space also serves as a hub for local entrepreneurs to showcase their businesses, meet with clients, and connect with others through shared business cards and networking opportunities. It’s truly a space where people can work, dream, and connect over a cup of coffee.
But small businesses like this rely on something powerful: a community that chooses to show up. Every time someone chooses a local shop instead of a corporate chain, they’re doing more than buying coffee — they’re investing in the future of their town.
My hope is that The Comfy Cup continues to be not only the ideal place to buy coffee, but a place where the Essex community gathers, collaborates, and grows together. We are incredibly grateful for the support and encouragement we've received so far, and we're excited to keep finding new ways to serve and connect with our community.

Marquis Who’s Who in America
Amanda opened The Comfy Cup in September 2025 with a vision to bring fresh energy and a welcoming gathering space to the community she has always called home. A lifelong Essex resident, she holds a bachelor’s degree in Elementary Education with a minor in History, as well as a master’s degree in IT Project Management. With years of experience in the service industry and leadership, Amanda combined her professional background with her passion for people to create something uniquely her own.
An avid world traveler, Amanda has drawn inspiration from her experiences around the globe, incorporating little touches of the places she’s visited into The Comfy Cup. She has loved watching Essex continue to grow and evolve and is proud to be part of the renewed sense of connection and community happening right here at home. Amanda was selected for inclusion in Marquis Who’s Who in America in recognition of her professional accomplishments, leadership, and impact within her field and community. First published in 1899, Who’s Who in America highlights noteworthy professionals and achievers from across the country.