Goldstein interned on Wall Street because his classmates were. He continued down that path, working at the now-defunct Credit Suisse and, later, Goldman Sachs.
While he enjoyed aspects of the finance world, the lack of work-life balance wasn’t something he wanted in the long term. In 2013, at 27, he made his first pivot: into tech.
But Goldstein found working at tech startups intense, and he wanted to one day pursue his dream career: leading groups on trails around the Hudson Valley and the Catskills.
“I’d always thought that if I were ever in the financial position and had achieved enough in my corporate career, I could finally give myself permission to pivot,” Goldstein told Business Insider in September 2025.
He became a full-time hiking guide in 2023, having reached his savings and investments goals. “I’ve never been happier,” he said.
Read more about Goldstein’s career pivot.
Read the full article here
