In the News

Shepherd Insurance Celebrates Its 40th Anniversary

This year brings fresh and new energy as it marks our fortieth year in business. “It took our agency twenty years to employ twenty people,” said Jeff Kweder, President. We have now become the largest private agency in the state of Indiana, with most of that growth, taking place in the past 15 years. With a staff of over 250 insurance professionals, our presence is now spread amongst 16 offices within four states. We offer personal, commercial, life and health insurance to clients, and have recently expanded into the realm of financial services. Every line of business we offer is directed by a handful of experts within the agency, who are specifically focused on their niche.


The agency has received continual recognition inside and outside of the industry. “Our success comes from the talent we have been fortunate to attain over the years, and our entire team is fully invested in putting the client first, no matter what,” said, David Shepherd, CEO. In 2016 we were among the top 50 Elite Agencies acknowledged by Insurance Business America. For the third consecutive year, we are listed on the Inc. 5000 Fastest-Growing Companies in the nation. Our newly attained Financial Services entity became the biggest provider of 401(k) plans in the state of Indiana after its first year in motion. Part of that success is contributed to Tom Mayer who is a partner in the company and was recently recognized amongst the nation’s top 50 plan advisors under 40. “The company has no plans of slowing down in 2017,” said Quinn Shepherd, Managing General Partner.


Our executives have a clear understanding of where the agency is headed in the future, and are conscious of perpetuating its success. COO Pete Harrington said, “As we continue to grow it puts us – and more importantly our clients – in a better position as it pertains to size, scale, and relevancy with our many markets.”


“The trick is to continue to run the agency like a small family owned business with common sense business practices versus the large, spreadsheet-ran, national agencies,” Harrington said. “In other words, we want to be big enough for the benefit it brings our clients and our internal team, but small enough to be a great place to work.”




2019 – Top Insurance Workplaces by Insurance Business America magazine – Achieving #1 in our category (100 – 499 employees) with an overall satisfaction score of 94.4%


2019 – Fast25 – Fastest Growing Companies in the Indianapolis Area by Indianapolis Business Journal – Ranked at #17


2019 – 2013 – Top 100 Independent P/C Agencies in the U.S. by Insurance Journal –  Increased rank from #51 in 2018 to #43 in 2019


2018 – Top Insurance Workplaces by Insurance Business America magazine


2019 – 2014 – Top 5000 Fastest Growing Companies in the U.S. by Inc. Magazine


2018, 2016 – Top 100 Insurance Brokers in the U.S. by Business Insurance


2018 – 2013 – Listed as one of the Largest Indianapolis-Area Employee Benefits Services Firm by Indianapolis Business Journal


2017, 2014, 2003 – Agency of the Year by Independent Insurance Agents of Indiana (IIAI), or Big “I”  [ Video of our story ]


2018, 2017, 2016, 2015Top 50 Elite Agencies in the U.S. by Insurance Business America magazine


2017 – 2013 – Listed as one of the Largest Indianapolis-Area Independent Insurance Agencies/Brokerages by Indianapolis Business Journal


2017 – 40th Anniversary of Shepherd Insurance. January 2017 begins our 40th year doing what we truly love – building and strengthening long-term relationships and helping people protect what matters.


2016 – Shepherd Insurance joins BroadStreet Partners


2014 – Top 25 Fastest Growing Companies by Indianapolis Business Journal 


2008 – Nominated for Rough Notes magazine’s national “Agency of the Year”


2007 – Doug Annakin named President of Big “I” (Independent Insurance Agents & Brokers of America)


2007Rough Notes magazine designated Shepherd as their “National Agency of the Month” for August


2004National Underwriter magazine recognized Shepherd as one of the best agencies in the country