The Glimpse: After bouncing from tents to shelters and back, Pittsburgh homelessness advocate finds an apartment to call home

Howard Ramsey stands for a portrait in the patch of moonflowers he loves outside of his Squirrel Hill apartment on Tuesday, Sept. 17, 2024. He has befriended the neighbor who maintains the gardens behind his place, visiting her flowers and angel statuette. (Photo by Stephanie Strasburg/PublicSource)

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Howard Ramsey skips down his front steps and rings his own doorbell eight times, bobbing his head to the sound. His dreads whip out from his face as he bounds inside, grinning. He has things to show me. 

Everything about the basement apartment is worth highlighting. He screws and unscrews the ceiling light, flips his finger across each pantry item, slides open closet doors to show off the breaker panel. “Better Homes and Gardens,” he smiles, and pulls his beloved water pitcher from his fridge with a Vanna White flourish. The joy of having cold water at the ready is not lost on him.

Howard Ramsey shows the different canned goods in his apartment kitchen. He said he has stopped visiting the meal distributions in the area now that he is able to have a kitchen at home and prepare food for himself.

Howard Ramsey by his tent beside the Monongahela River, on April 17, in the South Side. Howard said he was kicked out of Second Avenue Commons for 24 hours for a nonviolent offense in October 2023. While living on the streets, he urged officials to assign an advocate to help shelter participants to work out disagreements with staff.

I first met Howard in June 2023 outside of Second Avenue Commons in the weeks before the shutdown of the overflow shelter at Smithfield United Church of Christ. At the time, he worked days at an industrial laundry facility, returning to the congregate shelter floor to sleep. He pointed then to the lack of housing opportunities for the county’s strained shelter population. “[We’re] waiting for people to get kicked out so we can get in,” he said.

As our Shelter Stakes reporting continued, he became a recurring source. I interviewed him at his tent Downtown as pressures to decommission encampments grew. Then at his tent on the South Side. I’d see him regularly at food distributions, and coordinating with other housing activists outside of the Allegheny County Jail. 

Howard called regularly about the work he was doing with the National Union of the Homeless and the Our Streets Collective to create a homeless bill of rights for Pittsburgh’s unhoused community. I photographed him delivering a letter to Second Avenue Commons calling for the Uptown shelter to stop “exiting” people for minor infractions.

Howard Ramsey has personalized his Squirrel Hill apartment with sayings like this one in gold. “Every home starts with a good foundation,” reads the writing on the back of his bathroom door.

Sometimes we walked and talked together as he navigated between parts of his day while living on the streets. I’d have to trot at points to keep up with his New York-style pace. Moving into an apartment hadn’t changed his hustle. The 2Chainz quote he lettered on the back of his bedroom door serves as his morning mantra. “Work hard play hard work hard again,” he sings.

A person in a red shirt stands pointing at a white wall in a room with clothes organized in a line on the floor.
Howard Ramsey explains how he organizes his clothes in his apartment’s spare bedroom. He loves having a space where he can lock the door. “I was robbed three times of all my clothes,” said Howard of his time living in a tent. “I’m most of all grateful.”
A person points to a handwritten list on a small notepad, with a smartphone placed on the table in the background.
Howard Ramsey points to some of the writing in the notebook where he jots ideas for a book on his life.

Howard’s apartment tour pays homage to the organizations he’s interacted with along the way. He loves his furniture from The Blessing Board. He showcases his “Housing is a human right” sign from Pittsburgh United. He brags about his diligent UPMC service coordinator as “an absolute beast.” He cheers Neighborhood Living Project’s help in securing his apartment and the food he gets through Peoples Oakland. His Our Streets Collective T-shirt drapes overtop of his director’s chair, which he’s labeled in gold with his childhood nickname, Zomp. “I’m very, very, very, very, very, very — did I say very? — thankful for all the people who helped me,” he says, pulling up a chair. “I just want them to see they didn’t waste their time with me.”

Howard’s main goal is to work to leave something to his two children. He pages through ideas for a book on his life at his living room table. “I wanna go forward, you know? These are chapters,” he said. “I could have been dead in the tent, but I’m here.”

Seated at his living room table, Howard pulls out a deck of cards to teach me how to play the game Tonk. He’s patient as I struggle through the first couple rounds. About 20 minutes in, I finally beat him at a round. He high fives me as we laugh over the sounds of 80s hits on my cell phone. “Good things come to those who wait,” he grins.

Howard Ramsey deals cards for a game of Tonk with the photographer at his living room table. He says he learned the game in jail. “You can only win the hand you’re dealt,” he said.

Stephanie Strasburg is a photojournalist with PublicSource who can be reached at [email protected], on Instagram @stephaniestrasburg or on Twitter @stephstrasburg.

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