• 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 / Sponsored News / Simply Business Wins “SMB InsurTech Solution of the Year” in FinTech Breakthrough Awards

Simply Business Wins “SMB InsurTech Solution of the Year” in FinTech Breakthrough Awards

March 22, 2026 by AC Editor

Simply Business Surpasses One Million Customers Globally

Simply Business, LLC, the leading digital marketplace for easily finding, comparing and buying tailored small business insurance, today announced its AI advisor has been named “SMB InsurTech Solution of the Year” in the FinTech Breakthrough Awards. The proprietary solution, built on Anthropic’s Claude Sonnet 4.5, has transformed the insurance buying process for small business owners.

“Our AI advisor was designed in-house, with a focus on reimagining the digital insurance buying experience for small business owners, enabling them to make confident decisions quickly,” said Dana Edwards, Group CTO at Simply Business. “This recognition underscores our mission of making small business insurance simple and accessible.” 

Now in its 10th year, the annual FinTech Breakthrough Awards recognize leading companies, technologies and products in the fintech market. Simply Business was selected from more than 4,500 global nominations by an independent panel of industry experts, based on a rigorous evaluation of innovation, performance, ease of use, functionality, value and impact.

“Simply Business is transforming the insurance buying journey into a simple, conversational experience that feels more like guidance than a sales pitch for small businesses,” said Steve Johansson, Managing Director at FinTech Breakthrough. “We were particularly impressed with the company’s customer-first philosophy and commitment to responsible innovation, making it the clear choice for SMB InsurTech Solution of the Year.”

About Simply Business’s AI Advisor
Launched in October 2025, the hyper-personalized AI-powered insurance advisor uses proprietary technology, built on a retrieval-augmented generation (RAG) model, to make the insurance buying process faster, clearer and more intuitive. Key features include:

  • Accuracy-first verification – Every response is immediate, personalized and grounded in human-verified content, cross-referenced against a validated knowledge base.
  • Real-time clarification – Policy language is translated into plain, conversational terms that are easy to understand.
  • Seamless human handoff – When users need additional support, they are instantly connected to Simply Business’s team of skilled agents.
  • Continuous learning – Through real-time feedback loops, the advisor grows smarter and more responsive with every interaction.

Primary Sidebar

MA Division of Insurance Advertisements

Massachusetts Division of Insurance notice about Oakwood Insurance Company's license to transact life, accident, and health insurance.
Massachusetts Division of Insurance notice to Samsung Fire and Marine Insurance about license amendment for property and casualty insurance in the Commonwealth, dated July 31, 2026.
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.

Job Board

Search Our Archives Here

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

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, MA Insurance News, Mass. Insurance News

A Fond Farewell: Frank Mancini Addresses The Big Event Attendees At The Arbella Gourmet Luncheon

By Owen Gallagher

Business Interruption Insurance Massachusetts

InsurOp-Ed: Triple-I Thoughts on Business Interruption Litigation Filings

By Agency Checklists

Surround Insurance | Massachusetts

Surround Insurance – Six Months In – In Massachusetts

By AC Editor

Mass. Insurance News, MA Insurance News, G&N Insurance, Massagents, Mass. insurance agency G&N, Agent 2021 Conference

MassAgent Op-Ed: Our Experience as Speakers at #Agent2021

By Matt Naimoli

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...