Doing Well by Doing Good

The Story of Arthur Winn

By Joshua M. Sklare with Michael L. Cramer

Published 2022, 420 Pages

Client: Arthur Winn

Born: August 21,1939, in Brookline, MA

Industry: Commercial Real Estate Development

Arthur’s father died when Arthur was only 16. Faced with tough circumstances, he became a go-getter while still a teenager. Despite only being an average student, Arthur managed to be accepted into the Harvard Business School, where he received an MBA. After six years working for another real estate developer, Arthur opened his own company, built the Bostonian Hotel and focused on affordable housing. The Winn Companies now manage over 100,000 units and employ over 3,000 team members.

The Winisky story and the Winn legacy began long before Joseph met Bea Connors on a Boston sidewalk. The tale began with Joseph’s parents in the year 1902, not in Beantown but in the small Baltic country of Lithuania. On July 3 — one day after American troops ceased fighting in the Philippines and one day before America celebrated its 126th birthday — Mordechai Winisky, son of Yerachmiel and Chana, married his young bride, Esther Pearlstein in Vilnius. Known by its Jewish inhabitants as Vilna, it was the largest city in Lithuania, then part of Czarist Russia. Vilna was known as the “Jerusalem of the North.” Mordechai and Esther were not just from Lithuania, they were of Lithuania which meant that, like all other Jews from this region, they were referred to as “Litvaks.” What exactly was a Litvak? For one thing, it meant you were highly unlikely to be attracted to the mystical movement known as Hasidism that swept through parts of Eastern Europe during the 18th century. Litvaks were known for their sharp minds, dry wit, analytic reasoning skills, and keeping their emotional side, which attracted so many to Hasidism, in check. They were also known for their moral straightness and charitable nature. One can imagine that Arthur, the grandson of two Litvaks, might have acquired some of his out-of-the-box thinking and problem-solving prowess, not to mention his intellectual tenacity, from those Lithuanian roots. After all, Arthur once described himself in the following way: “My son says I’m a perfectionist. I grind it into the ground and understand it better than anyone else in the world.” Sounds like a Litvak! Mordechai Winisky had established himself as a shoemaker, a solid and indispensable profession. If you lived in Lithuania at the turn of the last century, you did not head for the Chestnut Hill Mall when you needed a new pair of shoes. You paid a visit to the local cobbler, who would craft the shoes from scratch. Such were the economic circumstances; there were hundreds of shoemakers in places like Vilna, all eking out a similar living. Like many others in Vilna at that time, Mordechai and Esther were recent arrivals. The Winisky family hailed from the small town of Bystrytsa, about 24 miles northwest of Vilna. The Pearlsteins came from a larger town, or shtetl, called Stoklishok. It’s nothing new in the modern era — either in Lithuania or America — when people leave small towns for the greater economic opportunities in the city.