In 2000, Insignia Group President David Stringer successfully launched the branding effort and online catalog services of Prime Source Auto, a Florida-based automotive air conditioning parts brand. As the first fully-online automotive climate control catalog, the Prime Source project grabbed the attention of the Auto A/C division of Visteon, Inc. In 2001, Insignia Group launched the Visteon online Auto A/C catalog. At the same time, Insignia Group was developing and marketing ACDelcoPartsOnline.com for ACDelco distributors. This product served wholesale distributors for more than a decade, and in 2004, it received the Catalog of the Year award from the National Cataloging Managers Association.

In 2002, General Motors launched its Accessories Distributor and Installers (ADI) Network to serve GM dealers throughout the USA. Insignia Group developed a wholesale accessories cataloging system that soon became the default cataloging system for virtually all ADIs from 2002 to 2008. In 2005, GM signed a ten-year data agreement with Insignia Group. All the while, Insignia Group added services for GM dealers, which evolved into Insignia Group’s core product. ACDelcoPartsOnline.com for ACDelco distributors. This product served wholesale distributors for more than a decade, and in 2004, it received the Catalog of the Year award from the National Cataloging Managers Association.

Insignia Group released its first wheel configurator in 2004, and its first full vehicle configurator in 2005. During this time, Insignia Group expanded support for both Toyota and Ford dealerships. By 2008, Insignia Group supported approximately 41 GM ADIs and 1200 GM dealerships. It also diversified its portfolio, by supporting accessories cataloging in approximately 400 other-branded dealerships.

Between 2008 and 2011, Insignia Group focused on developing the next generation configurator, process automation for scalable software deployments, and increasing support to 22 brands. In 2009, Insignia Group formed a working relationship with Ford Vehicle Personalization Division and continues, today, to serve Ford dealers and distributors.

In late 2010, Insignia Group finalized an agreement with Kia Motors of America, followed by an agreement with Mobis in 2012, to support Hyundai dealers. Today, Insignia Group holds data service agreements with both Kia and Hyundai Motors America. Insignia Group's services are eligible for local dealership use of the manufacturers' co-op funds, with both corporations. For the past two years, Insignia Group has held a data service agreement and has co-op status with Chrysler Group, LLC

Additional key milestones in 2012 included the launch of Insignia Group’s redesigned configurator technology and on-site training programs.

In 2013, Insignia Group was issued US Patent No. 8,566,714, which relates to Insignia Group’s development software and process for building visual assets on vehicles. Using this platform, Insignia Group developed and launched in 2015 a global window-film configurator for LLUMAR®, a brand of Eastman Chemical.

In 2016, Insignia Group launched the VW Accessory Builder on behalf of Volkswagen of NA and has developed an accessory sales platform for Jaguar Land Rover in 2017. Insignia Group launched nationally with Jaguar Land Rover (JLR) North America, providing Insignia Group’s full spectrum of services: configurator, point-of-sale presentation, data management, in-dealership training, Vehicle Personalization Center, and robust OEM productivity reporting.

In 2018, Insignia Group launched nationwide support to AutoNation. Providing in dealership consulting, data management, and configurator support to over 200 dealerships in the AutoNation group. Insignia Group continues to expand its consulting business, teaching dealerships across brands and markets how to properly develop a Vehicle.