“I meet people where they are. When someone is on a different ‘train’ of reality, I get on that train with them.”
— Lolly Schroeder
Lolly Schroeder, a self-described member of the “caregiving mafia,” describes elder care as nothing short of a profound calling of compassion. Growing up on her family’s farm, Silamar in Millerton, Lolly discovered her unique talent for caregiving almost by accident, starting with her friend John Masters’ mother, Polly Jo.
“Her doctor gave her two years to live,” Lolly recalled. “She ended up living seven years. What a hilarious ride.” Polly Jo, a writer for the Roe Jan Independent and active in the Democratic Party, left an indelible mark on Lolly. Her approach to caregiving is deeply intuitive, drawing from her background in gardening and a Buddhist-inspired perspective on life and death.
“When you watch someone losing their ability to live life the way they’re used to, there’s a freedom in it,” she explained. “I realize now that I don’t see old age, sickness, and death as something to fear.” Her specialty is working with dementia patients, an area she approaches with remarkable humor and compassion. “I have to confess, I have a blast with dementia,” she said. “I meet people where they are. When someone is on a different ‘train’ of reality, I get on that train with them.” This approach allows her to create meaningful connections with her clients.
Currently managing four caregiving cases, Lolly maintains a diverse income stream by continuing her gardening business. She sees her work as part of the “Berkshire Shuffle,” maintaining multiple skills in a rural community. “At the end of the day, it’s about observing and tracking what matters,” she noted, describing her meticulous approach to tracking patient care through detailed graphs of food, fluids, and medical output. For Lolly, caregiving gives her a deeper appreciation for life, with all of its difficulties and all of its beauty.
“The relationship goes on,” she said, reflecting on the lasting impact of her work with clients. “There’s something beautiful about witnessing someone’s final chapter.”




















