Our External Partners

Bob Tedesco and Jack O’Loughlin first met as caddies at age 13 and have remained good friends ever since.

Bob holds a BA from Harvard College, an MBA from the Haas School of Business at UC Berkeley, and a JD from Boston University School of Law. He brings extensive experience in corporate finance and corporate banking, along with legal experience as a managing director at Rich May. Bob has been a trusted sounding board and advisor to Jack in the early formation of Old Harbor Advisors.

Jack met and mentored Leonard Robinson through a non-profit board engagement in Boston.

Leonard holds a BS in engineering from Columbia University, an MS in engineering from Georgia Tech, and an MBA from the Yale School of Management. He previously served as President of the Columbia Alumni Association of Boston before subsequently founding Robinson Custom Services. Leonard has provided technical and technology perspective as Jack developed Old Harbor Advisors and its supporting systems.

Mike Nyhan attended Roxbury Latin School and Boston College before earning a Master of Science in Taxation from Northeastern University.

Mike focuses on small-business advisory and has provided accounting and tax advice and services as Jack developed Old Harbor Advisors and its approach to serving business owners.

Peggy Rose is the founder of Peggy Rose Public Relations, established in 2003. A graduate of the University of Massachusetts Amherst with a background in Communications, Peggy leads a boutique public relations firm with deep ties to the Greater Boston community. She brings extensive experience in public relations, marketing, and strategic communications to Old Harbor Advisors.

Peggy and Jack’s families have been connected for nearly eight decades. This long-standing family relationship reflects the value both place on trust, personal relationships, and community.

Matt Golden is a junior at Boston College, majoring in economics and finance. He attended Roxbury Latin School.

Matt has provided research and analytical support as Old Harbor Advisors launches, contributing to the research and information-gathering that supports the development of the firm.

Rick Swasey Jr. earned a BS in Business Administration from Northeastern University in 1981 and an MBA in Finance from the University of Virginia in 1983. Rick and Jack were classmates in the First National Bank of Boston’s Loan Officer Development Program (LODP) in 1983.

Rick served as Principal Lecturer in Finance at Northeastern University, where he received numerous teaching awards and was inducted into the university’s Teaching Hall of Fame in 2014. From 2023 to 2026, Jack attended Rick’s classes in Valuation, Corporate Finance, Investment Banking, and Credit Analysis as an Executive in Residence, further strengthening a professional relationship spanning more than four decades.