Join Our Team Today!

Careers at Cypress Property & Casualty, headquartered in Jacksonville, Florida offer endless possibilities to advance your expertise with a financially strong and growing insurance company.

We are looking for people who are talented, driven, share our passion and bring a sense of entrepreneurial spirit to the team.

Led by an experienced management team, Cypress P & C is well positioned to capitalize on improving market conditions in both Florida and Texas.

Job Search

We’re excited that you are interested in joining the our team! We look forward to learning more about your background, experience, and interests.

Employment Process

You can complete a job search of all available openings by location or keyword(s). Click the link below to browse current opportunities that match your skills and interests.

Search Jobs

  • If you have previously created an account in our system, you can sign in to your personal account to update your information or apply for additional openings.
  • In a hurry? Submit your resume to the recruiting database without creating an account.
  • Create an account, attach your resume and complete an application targeting a specific position. This is the most effective way to apply for a position.

Remember to keep your account up to date with new phone numbers and/or work experience. We will contact you based on how your qualifications relate to the position.


Cypress P & C & Cypress Texas Insurance Company prides itself on offering our Full Time Employees comprehensive and flexible group benefit options and programs.

  • Medical
  • Dental
  • Vision
  • Employee and Dependent Life insurance
  • Short and Long Term Disability coverage
  • 401(k) Investment Plan
  • Flexible Spending Accounts
  • Paid Time Off & Corporate Holidays
  • Bereavement Leave
  • Supplemental benefits

Become An Agent?

We are currently appointing new agents in certain areas throughout the states of Florida and Texas. If interested please email us at

Corporate Headquarters - Jacksonville, Florida

Jacksonville is the largest city in land area in the continental United States. It is a rapidly growing metropolitan city in Northeast Florida, with approximately 850,000 residents.

Jacksonville is located in the First Coast region of the northeast Florida and is centered on the banks of the St. Johns River, about 25 miles south of Georgia border and about 340 miles north of Miami.

Jacksonville is home to the NFL Jaguars and also minor league teams including Jacksonville Suns Baseball, double-A affiliate of the Florida Marlins, The Suns have won the South league Championship 9 times including 2009. The city welcomed its first Super Bowl in 2005.

Jacksonville is home to several universities, colleges, and technical schools. Housing is abundant and can be found in both the downtown areas as well as established and newly developed neighborhoods; convenient to parks and schools.

Jacksonville is the third largest military presence in the country and is home to multiple military facilities. The military is by far the largest employer in Jacksonville and their total economic impact is approximately $6.1 billion annually.