Shepherd Insurance Announces New Benefits

February 1, 2023

Carmel, IN – In October 2022, our leadership team met to brainstorm and create a vision to continue making Shepherd Insurance the Independent Insurance Agency of choice for our communities, clients and employees. “In the next 36 months, over 100 Shepherd Insurance employees will be eligible for retirement,” says Shepherd Insurance CEO Quinn Shepherd. “It’s our goal to create a welcoming and enjoyable work environment that the next generation will want to be a part of.” 


In appreciation for our employees, their work-life balance and their total well-being, Shepherd Insurance is excited to announce two new benefits being offered to our employees. Effective February 1st, Shepherd Insurance will offer a compressed work week and additional paid leave opportunities. Details of the new benefits are as follows.  


New Compressed Work Week – This new opportunity allows employees to work a traditional work week in fewer workdays.  

  • Option 1 – Employees can work four 9.25-hour days in a week and have the 5th day off.  
  • Option 2 – Employees can work a total of 75 hours in a two-week period. In most cases, employees work eight 8.5-hour days and one 7-hour day, with the 10th day as the day off. 


New Paid Leave – In addition to the already offered paid time off, we will be offering paid leave for childbirth, adoption or placement of a foster child for the following categories.  

  • Maternity  
  • Paternity  
  • Grandparent  


In addition to the new benefits in 2023, Shepherd Insurance is already offering the following benefits.  

  • Remote and Hybrid Work Options 
  • Paid Time Off 
  • Spirit Days and Events 
  • Paid Holidays 
  • Situational Dress Code – Dress for your Day 
  • Paid Volunteer Days 
  • Health Insurance  
  • 401(K) 
  • Short-Term Disability  
  • Long-Term Disability 
  • Vision 
  • Dental 
  • Life 


“We take care of our clients and want to ensure we are taking care of our people too. That is why we are focusing on giving them the additional flexibility to take time for what they love,” Quinn Shepherd shares. “For us, it’s about creating a home for our employees to build a career, where they are passionate about the people they work with and the clients they serve.” 


Shepherd Insurance recognizes the need to offer alternative work arrangements and additional leave benefits to better support our employees in meeting work-life balance needs and total well-being. As a result, we believe that we can meet the needs of our employees while continuing to provide superior service to our clients and the business. 


To learn more about opportunities at Shepherd Insurance, visit our careers page.



About Shepherd Insurance 

Shepherd Insurance was started in Carmel, Indiana, in 1977 and now employs over 450 professionals. With over 35 offices in six states, Shepherd is a privately-owned and operated agency that writes business in all 50 states. Shepherd has earned consistent industry recognition, such as #1 Top Workplace, INC 5000 Fastest Growing Companies and Top Elite Insurance Agencies by Insurance Business America.