• 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 / Agency Perpetuations, Valuations & Sales / Agency Mergers & Acquisitions / SIAA Acquires Online Digital Agency Rogue Risk

SIAA Acquires Online Digital Agency Rogue Risk

April 26, 2022 by AC Editor


SIAA, the New Hampshire-based agency alliance, has announced its acquisition of Rogue Risk, effective April 1st. Launched in 2020, Rogue Risk is an online digital insurance agency founded by the Albany-based independent agent Ryan Hanley.

“SIAA has been successful in helping over 4,500 insurance professionals realize their dream of starting an independent agency,” said Matt Masiello, CEO of SIAA, “Rogue Risk represents part of SIAA’s ongoing evolution by giving our organization the ability to provide a modern, cutting-edge agency platform and experience for insurance professionals seeking to expand their careers.”

The largest agency alliance in the country, SIAA had approximately 509 signed members representing $10.78 billion in total in-force premium in 2021. In April of 2021, SIAA itself was acquired by the private equity group Odyssey Partners.

As part of the terms of the agreement, Mr. Hanely will join SIAA’s senior management team, while continuing as the president of Rogue Risk, which will work in partnership with SIAA. According to Mr. Hanley’s interview, the agency was acquired in a “seven-figure deal.”

Rogue Risk Owner Ryan Hanley To Join SIAA’s Senior Management Team

Many of our readers may remember Mr. Hanley as the former Chief Marketing Officer of Trusted Choice and later Bold Penguin, and a prolific producer of online content focusing on independent agents and the insurance industry. After briefly leaving the insurance industry to become the Chief Executive Officer of the personal gym chain, Metabolic, Mr. Hanley returned to his insurance roots forming his own independent agency.

Launching just before the lockdowns in March 2020, Mr. Hanley told the online website AlbanyInno. that after many 16 hours days, along with the unfailing support and backing of his wife, who also runs an independent agency in the Albany area, Mr. Hanley was able to grow Rogue Risk from a one-person outfit, with no clients, to a nine-person agency with approximately 400 clients and $1.5 million in premiums collected. Once he reached that point, however, he realized the agency needed outside capital in order to continue to scale. Enter SIAA.

“The experience, resources, and reach that SIAA brings to the table will act as rocket fuel for our mission of delivering a ‘No Customer Left Behind’ digital experience for small businesses, while providing insurance professionals a ‘No Ceiling’ insurance career,” said Ryan Hanley in the official acquisition announcement.

In particular, he believes the partnership will allow Rogue Risk to “cut five or six years” from its growth curve allowing the agency to continue to develop its “Human-optimized” digital customer experience – delivering insurance solutions faster and more easily while prioritizing the quality coverage and carrier options synonymous with the independent insurance channel.

Through the integration of technology and experienced insurance professionals, Rogue Risk has developed a proprietary “Human-optimized” digital customer experience able to deliver insurance solutions faster and more easily while prioritizing the quality coverage and carrier options synonymous with the independent insurance channel.

With the acquisition of Rogue Risk, SIAA says it continues its commitment to the creation, growth, retention, and evolution of independent insurance agents, agencies, and the IA channel as a whole.

Primary Sidebar

Job Board

Career News

Quincy Mutual appointed Gerald F. Cox as president and chief executive officer following his tenure as CFO of Hiscox USA.

Quincy Mutual Announces New CEO

Salem Five Insurance Services appointed Gregory Grintchenko as senior vice president of insurance sales to support the agency's continued growth strategy.

Salem Five Insurance Services Expands Leadership Team with Addition of Gregory Grintchenko

Gavin McPhail, Vice President and Chief Data Officer at Plymouth Rock Assurance.

Plymouth Rock Assurance Strengthens Leadership Team with Three Strategic Appointments 

View All

MA Division of Insurance Advertisements

Formal regulatory notice dated July 31, 2026 from Massachusetts Division of Insurance to R.V.I. America Insurance Company about amending its foreign license to transact property and casualty insurance in the Commonwealth of Massachusetts.
Formal Massachusetts Division of Insurance notice about State Farm Life Insurance Company's license application to transact life, accident, and health insurance in the Commonwealth.
Formal notice from the Commonwealth of Massachusetts Division of Insurance about amending Wesco Insurance Company’s foreign license, dated July 27, 2026.
Framed formal notice from Massachusetts Division of Insurance about amending a foreign license for AXA XL Insurance Company Americas, dated July 23, 2026.
Official Massachusetts Division of Insurance notice from Safeco Insurance of America about an amended Foreign Company License to transact Property & Casualty insurance; dated July 20, 2026.
Official certification: Commonwealth of Massachusetts, Division of Insurance, license amendment for First National Insurance Company of America, 225 Borthwick Ave, Portsmouth, NH, dated July 20, 2026.

Search Our Archives Here

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

InsurOp-Ed: The Invisible But Potentially Catastrophic Homeowners Exclusion That’s Not An Exclusion

By Bill Wilson

Insurance coverage regarding Cape Cod Tornado

InsurOp-Ed: Lessons Learned From Living Through The Cape Cod Tornado

By AC Editor

InSurOp-Ed: Maintaining AI Status After Completion of Work

By Bill Wilson

InSurOp-Ed: When Policy Forms Don’t Do What You Think They Do

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...