Steve is a co-founder and former CEO and executive chairman of SquareTrade, a highly innovative protection plan provider that disrupted the roughly $20 billion consumer electronics service contract industry. He served as CEO from 1999 to 2014 and as executive chairman from 2014 until January 2017. From 1996 to 1999, he worked in the financial […]

Raj is a managing partner of Fenway Summer, an advisory and investment firm focused on financial services and financial technology. He has had a long and varied career in and around U.S. financial institutions – as a senior policymaker, as a bank executive, and on Wall Street. Raj was the first-ever deputy director of the […]

Tom is a founder and managing member of Five Mile, a real estate and asset-focused private equity fund that has invested approximately $6 billion. Prior to founding Five Mile, Tom had the following positions: created a de novo asset management group at Financial Security Assurance; managing director at Santander Investments; managing director at Koch Industries; […]

Bob was the president and CEO of Belmont Savings Bank before its sale in 2019 to People’s United Bank. In February 2014, Bob was named the most admired CEO of a small or mid-sized company in Massachusetts by the Boston Business Journal. Fortune magazine named Belmont Savings as one of the 100 fastest-growing companies in […]