• 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 / Insurance Professionals: Acknowledgments, Achievements, & Awards / Kelley O’Connor: Plymouth Rock’s New MA State Sales Manager

Kelley O’Connor: Plymouth Rock’s New MA State Sales Manager

June 15, 2026 by Owen Gallagher

Kelley O'Cooner: Plymouth Rock's new state sales manager for Massachusetts
Kelley O’Connor

Plymouth Rock Assurance has appointed Kelley O’Connor as Massachusetts State Sales Manager, bringing more than 25 years of insurance industry experience in underwriting, claims, business development, and agency relationship management to the role.

According to Plymouth Rock’s announcement, Ms. O’Connor will work closely with independent agents across Massachusetts to strengthen agency relationships, support agency growth, and help expand Plymouth Rock’s presence in the market.

Extensive Massachusetts Market Experience

Before joining Plymouth Rock, Ms. O’Connor served as a Senior Field Sales Representative with Utica National Insurance Group. Earlier, she was a Business Development Executive with Main Street America Insurance.

Ms. O’Connor also spent more than eight years with Providence Mutual, where she held positions as Business Development Manager, Commercial Underwriter, and Senior Underwriter.

Earlier in her career, she worked as an underwriter with The Hanover Insurance Group for more than 13 years.

Focus on Independent Agent Relationships

Plymouth Rock said Ms. O’Connor has built a reputation for developing strong partnerships with independent agents, driving profitable growth, and delivering responsive, relationship-focused support.

In announcing the appointment, Plymouth Rock said that throughout her career Ms. O’Connor has helped agencies identify opportunities for profitable growth and long-term success.

Known for her collaborative approach and industry knowledge, Ms. O’Connor will focus on building relationships with agents throughout the Commonwealth while supporting agency growth initiatives, according to the company’s announcement.

Primary Sidebar

Search Our Archives Here

Job Board

Career News

Union Mutual Insurance Company President and CEO Lisa Keysar, who announced her retirement effective December 31, 2026.

Union Mutual Celebrates the Career of Lisa Keysar and Announces Next Chapter in Leadership

The winner of the MAIW/Essex Chapter Scholarship for 2026

The Winners Of The MAIW’s Essex/Middlesex Chapter 2026 Estelle Jeter Scholarship

Smiling woman in a dark blazer and blue top, posing for a professional headshot against a neutral gray background.

Sarah Jarvis Joins Vermont Mutual as Vice President and Chief Administrative Officer

View All

MA Division of Insurance Advertisements

Official notice on Commonwealth of Massachusetts Division of Insurance letterhead dated July 1, 2026, regarding license amendment for OBI America Insurance Company at Plymouth, MN address for Accident and Health insurance in the Commonwealth.
Official notice from the Commonwealth of Massachusetts Division of Insurance about OBI National Insurance Company’s license amendment, dated July 1, 2026, with address block and filing instructions.
Official Massachusetts Division of Insurance notice to General Security National Insurance Company about amending its foreign license to transact property and casualty insurance, dated July 1, 2026.

Listen Now

Sponsor

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

Agency Checklists oped on atten

InsurOp-Ed: Observations And Insights For Insurance Agency Owners About IAOA’s INNOVAT19N

By David Siekman

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

InSurOp-Ed: Another Cautionary Tale of Underinsurance

InSurOp-Ed: Another Cautionary Tale of Underinsurance

By Bill Wilson

InsurOp-Ed: Shrinkflation and Insurance

InsurOp-Ed: Shrinkflation and Insurance

By Bill Wilson

View All

In Memoriam

Gordon Elliott Taylor, longtime owner of the Blackmer Insurance Agency in Shelburne, Massachusetts, who served the local insurance community for decades.

In Memoriam: Gordon Elliott Taylor

William R Berkley founder of W R Berkley Corporation and leader in commercial insurance industry

W. R. Berkley Corporation Announces the Passing of Its Founder and Executive Chairman, William R. Berkley

Michael R Quinn longtime leader of Allan M Walker Insurance Agency in Taunton Massachusetts

Taunton Insurance Leader Michael R. Quinn Dies at 70

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...