CEOs You Should Know - Boston

iHeartMedia Boston
  • 0.0 (0)
  • Management

CEOs You Should Know is iHeartMedia Boston's showcase of businesses that drive New England's regional economy. Hear from key business leaders who contribute to the vibrant and growing community.

  1. Oct 30

    Michael Oxton, Co-Founder & Chief Business Officer of Everfur

    What started with three friends brewing beer in a Somerville kitchen grew into one of New England's most recognizable craft beer brands. Now, Michael Oxton is bringing that same entrepreneurial spirit to an entirely different industry: pet healthcare. In this episode of CEO's You Should Know, iHeartMedia's Kevin Rich sits down with Michael Oxton, Co-Founder and Chief Business Officer of Everfur and former Co-Founder of Night Shift Brewing.Michael shares the incredible journey of building Night Shift from a small warehouse in Everett into a thriving business with more than 150 employees, the emotional experience of selling the company, and what inspired him to start over. Today, he's helping build Everfur, a pet health technology company using AI and innovative testing to shift pet healthcare from reactive to proactive, with the goal of helping pets live longer, healthier lives.From entrepreneurship and leadership to innovation and the importance of building businesses with great people, Michael shares the lessons he's learned along the way and what excites him about his next chapter. See omnystudio.com/listener for privacy information.

    Michael Oxton, Co-Founder & Chief Business Officer of Everfur

  2. Oct 19

    Mary Lou Andre, Founder & CEO of Dressing Well

    What started with selling her wedding dress to fund a business has grown into a career dedicated to helping people look, feel, and perform their best. In this episode of CEO's You Should Know, iHeartMedia's Kevin Rich sits down with Mary Lou Andre, Founder and CEO of Dressing Well, a Greater Boston-based personal styling and executive image consulting firm. For more than 30 years, Mary Lou has helped individuals and business leaders discover the power of personal style as a tool for confidence, communication, and success. An entrepreneur, author, speaker, and executive coach, she's built a nationally recognized business around the belief that how we present ourselves can transform how we show up in the world. Mary Lou shares her entrepreneurial journey, the lessons she's learned along the way, and why Dressing Well is about so much more than the clothes we wear. See omnystudio.com/listener for privacy information.

  3. 05/12/2025

    Bill Martin, President and CEO, Plymouth Rock Assurance

    Bill joined Plymouth Rock in 2016 and is in charge of our property insurance business and reinsurance programs. Bill has over 30 years of experience in the insurance industry. Bill was formerly President of Bankers Insurance, winning a Celent Model Insurer award in 2014 for simplifying homeowners insurance shopping. He also founded a startup with a new approach to flood insurance and has held senior positions at Farmers Insurance, Progressive and Travelers. Bill is a graduate of Stanford University, with a degree in Survey Data Research. He is a frequent speaker and author on insurance issues and has served on the Institute for Business and Home Safety and other safety organizations. He is an active board member of nonprofits that combat poverty and aid those with intellectual and developmental disabilities. He is an avid sailor, skier and trombone player.See omnystudio.com/listener for privacy information.

    Bill Martin, President and CEO, Plymouth Rock Assurance

  4. 11/18/2024

    Ryan Bailey, President and CEO, Cambridge Savings Bank

    Over the span of his 20+ year career in financial services, Ryan Bailey has focused on enhancing customer experiences and supporting communities at every turn.Prior to becoming President and CEO of CSB, Ryan held leadership positions at some of the country’s most respected financial institutions, including TD Bank, Bank of the West, JP Morgan Chase, Fifth Third Bank, and Bank of America. His most recent role was as the Head of Retail Banking at USAA, where he led a team of nearly 2,000 customer-focused employees and spearheaded initiatives to deliver world-class products and services to the military community and their families, setting a benchmark for excellence.Ryan holds a Master of Business Administration and a Bachelor’s degree in Business Administration with a focus on Finance from Western Michigan University. Additionally, his active engagement in the Consumer Bankers Association, notably as the former Chair of the Board, underscores his significant contributions and commitment to advancing the industry.Ryan and his wife, Melissa, are proud parents of their three children, Taylor, Duncan, and Griffin. The Baileys also have a passion for sports, with Ryan taking an active role in coaching his children's football teams.See omnystudio.com/listener for privacy information.

    Ryan Bailey, President and CEO, Cambridge Savings Bank

  5. 11/11/2024

    Michael Christian, Board President, Someone Else’s Child, Inc.

    Michael Christian has served as Board President of Someone Else’s Child, Inc. (SEC) for nearly 25 years. The foundation supports youth causes throughout the U.S., Africa, and Central America with areas of emphasis including education, the arts, youth living with disabilities, economic justice, and collective action efforts. SEC addresses disparities by investing in opportunities for young people to live, learn, grow and engage as contributing members of their communities. Mike is the Managing Partner for Community Impact Ventures (CIV), a venture capital impact fund that provides financial support to social entrepreneurs and for-profit companies that have missions similar to that of Someone Else’s Child. CIV invests in early-stage firms creating meaningful social impact. He also serves on the boards of MathTalk and Education Modified and acts as an advisor to many of the CIV portfolio companies and other start-up organizations. He currently serves on several non-profit boards including the Boch Center/Wang Theater, Boston Explorers, Rwanda Youth Partners, Yiya Solutions, The Folk/Americana/Roots Hall of Fame, and the Council of Insurance Agents and Brokers. Mike is also the Chairman and Founder of Risk Strategies, a leading national insurance brokerage firm. In his role as Chairman, Mike works with Risk Strategies' senior team, private equity partner, and the board of directors on strategic and client value initiatives. He was the Chief Executive Officer of Risk Strategies from 1997 to 2019. He led the private equity-backed company from its start-up beginnings into a top national risk advisor/broker with revenues of over $1.5 billion. Prior to Risk Strategies, Mike held leadership positions with Jardine Insurance Brokers, including serving on the U.S. Board of Directors, AON and Alexander & Alexander. He hosts the What’s @ Risk radio show on WBZ (iHeartRadio) in Boston. Mike majored in Philosophy at the University of California in Santa Barbara.See omnystudio.com/listener for privacy information.

    Michael Christian, Board President, Someone Else’s Child, Inc.

  6. 11/04/2024

    Phillip Eng, General Manager and CEO, Massachusetts Bay Transportation Authority

    Phillip Eng is the General Manager and CEO of the Massachusetts Bay Transportation Authority (MBTA). A Civil Engineer with nearly 40 years of transportation experience, including President of the Metropolitan Transportation Authority’s (MTA) Long Island Rail Road and Interim President of New York City Transit, Mr. Eng brings his abilities to spearhead challenging initiatives, modernize aging systems and prioritize safety to bear for the MBTA.Mr. Eng joined the MTA in 2017 as the Chief Operating Officer, where he drove initiatives and focused on updating transportation systems through the use of innovative technologies, including developing new fare payment applications and piloting new signaling systems. As Acting President for New York City Transit, Mr. Eng led the early efforts of the Subway Action Plan – a comprehensive stabilization and modernization effort to address the challenges facing the New York City subway. During his tenure at the Long Island Rail Road, he initiated the Forward program – a set of strategic initiatives aimed at improving service reliability and enhancing rider experience.Mr. Eng began his career in public service in 1983 as a Junior Engineer at the New York State Department of Transportation (NYSDOT) where he gained expertise in Structures, Bridge Inspection, Maintenance, and Design and Construction. During his tenure at NYSDOT, Mr. Eng held positions of increasing leadership culminating as Executive Deputy Commissioner, throughout which he played a vital role improving project delivery for significant projects such as the I-81 Environmental Impact Study, the Rochester Train Station, and the construction of the new Kosciuszko and Mario M. Cuomo bridges.Phillip Eng earned his Bachelor of Engineering at Cooper Union and is a member of the American Society of Civil Engineers. In 2021 the American Society of Civil Engineers, Long Island Branch honored Mr. Eng with the Government Engineer of the Year award.See omnystudio.com/listener for privacy information.

    Phillip Eng, General Manager and CEO, Massachusetts Bay Transportation Authority

  7. 10/21/2024

    Sean Flaherty, Managing Partner, Keches Law Group

    Attorney Sean Flaherty, Managing Partner at Keches Law Group, is a former member of the Local 7 Steel and Ironworkers Union. He represents injured workers in all phases of workers’ compensation litigation including Conciliations, Conferences and Hearings before Administrative Law Judges at the Department of Industrial Accidents as well as Social Security Disability claims, employment discrimination, sexual harassment, and wrongful termination.Before joining Keches Law Group, P.C., Sean interned with the Norfolk County District Attorney’s Office. Attorney Flaherty is the past President of the Bristol Bar Association and on their Board of Directors since 2011; Co-Chair of the Workers’ Compensation Section of the Massachusetts Academy of Trial Attorneys since 2012; President of the Taunton Bar Association since 2011; Vice President of Kids’ Chance of Massachusetts, Guest Professor at New England School of Law; Board of Directors at MassCOSH (Massachusetts Coalition for Occupational Safety and Health), and member of Workers’ Injury and Advocacy Group. Sean was named in 2018 Boston Magazine’s Super Lawyers edition as one of Massachusetts’ “Super Lawyers” over the past 8 years and prior as “Rising Star”, 7 years in-a-row. See omnystudio.com/listener for privacy information.

    Sean Flaherty, Managing Partner, Keches Law Group

  8. 10/07/2024

    Terry Andre, CEO, AmCoat Industrial

    Terry Andre has led AmCoat as its CEO since 2010. With more than twenty years of contract manufacturing experience, he is uniquely qualified to help dealers develop their businesses and keep the supply chain moving. Terry and his wife Kathy, reside in Destin, Florida and have three adult children.See omnystudio.com/listener for privacy information.

    Terry Andre, CEO, AmCoat Industrial
See All (71)

About

CEOs You Should Know is iHeartMedia Boston's showcase of businesses that drive New England's regional economy. Hear from key business leaders who contribute to the vibrant and growing community.

Information

  • Creator
    iHeartMedia Boston
  • Years Active
    2021 - 2026
  • Episodes
    71
  • Rating
    Clean
  • Copyright
    © 2026 iHeartMedia Boston
  • Show Website
    CEOs You Should Know - Boston