• Skip to main content
  • Skip to secondary menu
  • Skip to primary sidebar
  • Skip to footer
  • Contact Us
  • Post A Job

Agency Checklists

Massachusetts Insurance News & Job Opportunities

  • AC Interviews
  • Agency M&A
  • Career News
  • CAR News
  • DOI News
  • Coverage Cases
  • Innovation
  • InsurOp-Eds
  • AC Podcast
You are here: Home / Massachusetts Insurance News / Insurers | News / Plymouth Rock President Chris Olie To Retire in 2018

Plymouth Rock President Chris Olie To Retire in 2018

December 19, 2017 by AC Editor

Mr. Olie has been President of the Boston-based insurer since 2009

Agency Checklists, MA Insurance News, Mass. Insurance News
Chris Olie

Plymouth Rock Assurance’s President has announced that he will officially retire in November of 2018.

In a letter sent to the insurer’s independent agents on December 13th, Mr. Olie explained that when he originally joined Plymouth Rock back in 2009, he had envisioned working for another five years. He had also agreed to give one year’s notice before deciding to retire. “Now, eight and half years later, I have given them notice that it is my intention to retire in November 2018,” he wrote.

Noting that he has “absolutely loved his time with Plymouth Rock” Mr. Olie added that he has not discounted a possible part-time role with the Boston-based insurer after his “retirement” next November.

Mr. Olie officially joined Plymouth Rock in 2009, after spending 24 years with Progressive Insurance in Ohio.

The search for Mr. Olie’s successor will begin next year

According to Mr. Olie, the company’s plan to find a successor will include a search involving both internal and external candidates. Ultimately, the long lead time will give the company  the necessary time in finding the right candidate to ensure a smooth and seamless transition.

 

Primary Sidebar

Job Board

  • NEW – SOUTHBOROUGH: Commercial Lines Small Business Account Manager (Fitts)
  • SOUTHBOROUGH: President & CEO (Hospitality Insurance Group)
  • DEDHAM: Service Operations Representative II (N&D)
  • DEDHAM: Senior Actuarial Analyst (N&D)
  • HARRISONBURG, VA: Student Intern – Product Support (N&D)
  • DEDHAM: Senior Service Operations (N&D)
  • DEDHAM: Student Intern – Service Operations (N&D)
  • DEDHAM: Sr. Casualty Claims Adjuster (N&D)
  • WAKEFIELD: Account Manager – Personal Lines (Hartshorne & Curley)
  • WOBURN: Commercial Lines Account Manager (SalemFive)
  • WOBURN: Personal Lines Sales Producer (SalemFive)
  • WOBURN: Commercial Lines Producer (SalemFive)
  • WOBURN: Senior Commercial Lines Account Manager (SalemFive)
  • NORWOOD: Personal Lines Account Manager (SalemFive)
  • HOLYOKE: Commercial Lines Account Manager Insurance (Chase Clark Stewart & Fontana Agency)
  • *URGENT* WOBURN: Private Client Sales Executive (SalemFive)

 

Career News

Openly Announces Independent Board of Directors Appointments

NAAIA Boston Announces 2026 Board of Directors

Plymouth Rock Assurance Appoints Elliott Seaborn as Chief Marketing Officer

Plymouth Rock Assurance Appoints Elliott Seaborn as Chief Marketing Officer 

Trucordia Appoints Roger Dunning as Head of East Platform

Trucordia Appoints Roger Dunning as Head of East Platform

View All

Listen Now

Sponsor

MA Division of Insurance Announcements

Interviews

From Nuptials, Tickets, and Taxes to Trusted Advisor: One Agency’s Unique Path to P&C Success

A Conversation with Evan Silverio, President & CEO of Silverio Insurance Group

Deland, Gibson Celebrates 125 Years: A Conversation with CEO Chip Gibson

The Fourth-Generation Family-Owned Agency is Based in Wellesley

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual | Agency Checklists

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual

Mr. Welch is CEO of Massachusetts-based Hospitality Insurance Group

Born and Bred in the Bay State: The Special Agent Story

Our Latest Agency Interview is with the Founder & President of Special Agent

A Conversation with Daniel C. Bridge – The 2023 Insurance Professional of the Year

Daniel Bridge is Board Chair, President, and CEO of Vermont Mutual Insurance Group

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Our latest Agency Interview is with Nadeen Vella, the founder and owner of a virtual scratch independent agency.

View All

InsurOp-Eds

Passing of the Torch: Becoming Arbella’s Next CEO

Passing of the Torch: Becoming Arbella’s Next CEO

By Paul Brady

How do You Create Customer Loyalty? Why Do Consumers Stay with a Particular Agent or Carrier for Years?

By Bill Wilson

Surround Insurance | Massachusetts

Surround Insurance – Six Months In – In Massachusetts

By AC Editor

Agency Checklists, MA Insurance News, Mass. Insurance News, Big Data,MAIA, IntellAgents, Big Data Endeavor MAIA

InSurOp-Ed: Using “Big Data” to Make Unilateral Policy Coverage Changes

By Bill Wilson

View All

In Memoriam

In Memoriam: J. Joseph Doran, 1930-2026

In Memoriam: J. Joseph Doran, 1930-2026

In Memoriam: Ronald A. “Ray” Lucas, 1936-2026

In Memoriam: Rudolph W. Christian, 1947-2025

Company News

MountainOne Insurance Agency Opens Great Barrington Office; Expands Presence in Southern Berkshire County

A.I.M. Mutual Partners with RISE to Develop Future Insurance Leaders

A.I.M. Mutual Partners with RISE to Develop Future Insurance Leaders

Cambridge-based Gain Life Rebrands as Crosstie

Cambridge-based Gain Life Rebrands as Crosstie

Progressive Insurance® Introduces Pet Insurance for Cats and Dogs

View All

Footer

Contact us

We offer a variety of ways to get help promote your company or product.

Announcements
Email Sponsorships
Partnerships
Custom Collaborations

*Affiliate Disclosure

Please note that any of Agency Checklists’ articles might contain one or more affiliate links. This means that any subsequent purchase resulting from these links may result in a commission for us, but at no additional cost to you. For example, as an Amazon Associate, Agency Checklists earns a commission from all qualifying purchases. By working with affiliates we can continue to keep Agency Checklists subscription free. Thank you for your support.

Explore Our Archives

Copyright © 2026 · Agency Checklists · All rights reserved.

 

Loading Comments...