About Us

reThought Insurance was founded in 2017 by insurance and insurance technology professionals and is a technology-centric Managing General Agent (MGA) focused on US Commercial and Residential Flood. As an MGA, reThought offers Flood insurance on behalf of A-rated A.M. Best rated carriers.


reThought has formed strategic relationships with insurers, reinsurers and other capacity providers to provide the path to help them profitably innovate in the Flood market. To support its partners, reThought's innovative technology solutions help solve vexing industry problems.


Flood is one of the most difficult perils to properly underwrite. It requires advanced precision and a true understanding of the risk. As a result, reThought has developed a state-of-the-art proprietary underwriting methodology and risk assessment technology. Unlike most perils, when it comes to flood, reThought knows that inches matter and takes that to new heights, enabling the most accurate and profitable means by which to visualize, assess, underwrite and price commercial and residential Flood.

reThought Passion

We are a specialty lines insurance distributor with expertise in Commercial Flood and specialize in all size market segments. We have strategic market relationships and cutting-edge, proprietary flood risk assessment technology and are driven to efficiently deliver competitive flood insurance solutions.

reThought Advantage

We are driven by deep-seated convictions to help protect your business.

reThought Culture

Culture is a critical component of what makes reThought unique. We work as one team committed to collaboration, teamwork and never settling for the status quo.

Commercial Flood Expertise

  • We are specialists in a wide variety of commercial classes of business
  • We not only incorporate the latest modeling and risk control resources, but have developed a programmatic proprietary means by which to assess, visualize, underwrite and price Commercial Flood 
  • We incorporate professional claims consulting expertise
  • We participate in a network of property practitioners who collaborate on risks and draw on the team’s vast network to provide solutions for our clients
  • We have strong relationships at all levels with our carriers

Who We Are

Cory Isaacson

Cory Isaacson

Co-Founder, Chief Executive Officer

Cory has built a career in technology, with several wins under his belt: he was most recently CTO of RMS, founded and ran several software related businesses in the past (serving in various roles such as CEO, CTO & President). Cory helped lead a division of a public company into a successful acquisition by a leading private equity firm. In addition, he has authored numerous books and articles on tech related matters, spoken at dozens of events and has 5 U.S patents to his name.

Contact: cory.isaacson@rethoughtinsurance.com

James Rice

James Rice

Co-Founder/ President, reThought Specialty Brokerage

James is an industry veteran who has been delivering complex solutions to the insurance and financial markets for 20+ years. He has deep specialty lines experience as a long-time E&S wholesaler and MGA executive and has served in sales management leadership roles with a number of leading global insurance technology and analytics firms, including Risk Management Solutions, AIR Worldwide and Insurity.

Contact: james.rice@rethoughtinsurance.com

Derek Lynch

Derek Lynch

Chief Underwriting Officer

Derek is committed to fix flood insurance. He holds two of the premier designations in the insurance industry: the CPCU and the ARM. Derek has a Bachelor's degree in business administration which provides a good understanding of most businesses and the underlying business operations that lead to their success. He also holds the AIS designation which focuses on quality control and customer satisfaction. Through the use of technology, Derek is always working on adding more value and making the insurance experience easier and more convenient.

Contact: derek.lynch@rethoughtinsurance.com

Cyrena Arnold

Cyrena Arnold

Chief Marketing Officer

Cyrena is a Meteorologist with over 20 years of experience varying from arctic weather station installations to TV weather, and everything in between. Cyrena has worked with Insurance since 2015 and came to reThought from Athenium Analytics and has a deep passion for translating the weather to others. She has also worked for NASA contractors and the Mount Washington Observatory. Cyrena was the NH TechProfessional of the Year in 2019, as was named to the "40 under 40".

Contact: cyrena.arnold@rethoughtinsurance.com

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