Now Accepting Submissions for Our 2023 Summer Internship Program

Share this

The Cross Insurance Summer 2023 Internship Program 

We are currently accepting resumes and cover letters for students interested in our 10-week paid summer internship opportunity based out of our Portland, Maine office. The Emerging Risk Management Trainee Program is filled with local business tours, job shadowing, and special projects. Our interns get a behind the scenes look at what it is like working in personal insurance, commercial insurance, employee benefits, and surety bonding. Other various career paths in the insurance industry are highlighted, including Information Technologies, Human Resources, and Accounting. The deadline to submit resumes for this summer’s program is March 3, 2023. The program has a tentative start date of May 30th, 2023.

A Maine Internship Targeted Towards Business, Communication, and Finance Majors 

We are seeking full time students entering their Junior or Senior year of college. Typically, students who are part of our program are pursuing a BA/BS in Business, Finance, Risk Management, Accounting, Management, Marketing, Communications, or related fields of study. Although our program is based out of our Portland, Maine office, interns will have the opportunity to travel to various offices, job sites, and business throughout the state of Maine.

Internship Schedule 

Our Emerging Risk Management Trainees work Monday through Friday from 8:00 AM to 4:30 PM. This program is based out of our Portland office, however, you may travel to other branches, companies, or job sites, so hours may vary due to travel.


Cross Summer Internship Benefits

Our Emerging Risk Management Trainee program is a paid 10-week internship. Throughout the course of our internship program, you will have the chance to network with various connections in risk management. Our interns in this program also have the opportunity to apply for The Council Foundation Scholarship, which has been awarded to some of our interns in the past.

About Cross Insurance 

We are a third-generation family-owned insurance company offering personal insurance, commercial insurance, employee benefits, and bonds. We have over 50 offices throughout the Northeast as well as Florida, and are headquartered in Maine. We currently have 1,100 employees. We are the official insurance broker of Gillette Stadium, the New England Patriots, the Boston Red Sox, the Boston Bruins, and New England Revolution.

Company Culture 

Our family-owned business strives to create an environment that values listening. We are committed to a workplace culture that values and promotes diversity and inclusion. Our offices maintain a professional environment. All employees are required to dress in business attire.

Internship Office Location 

Interns will be based out of our Portland, Maine office at 2331 Congress Street. Travel to other branches and companies may be required.

What We Look for in Interns 

In addition to being a full-time student entering their Junior or Senior year of college, we also evaluate candidates based on their dependability, interpersonal skills, and effective communication. We look for team players who listen to others, and are able to take direction. Personal organization is another key factor that we look for, as you will need to keep information organized. Discretion, confidentiality, and honesty are vital, as interns will have access to client information. We encourage our interns to be curious and ask questions about the industry.   

Career Opportunities in Insurance 

Throughout our internship program, students are introduced to a number of different departments and possible career fields. Our organization is filled with a variety of departments, and you never know what may spark your interest. Whether it is helping customers understand the difference between health plans in employee benefits, or being at the forefront of the digital transformation in IT, or helping a business owner find coverage for their new business, there are a variety of opportunities in our organization.

How Do I Apply to the Summer Internship Program? 

If you are interested in the Summer 2023 internship opportunity, please e-mail your resume and cover letter to Michelle Ibarguen, Director of Corporate Relations at The deadline to submit your resume is March 3, 2023. In person interviews will be conducted with all candidates selected for the second phase of the interview process.

What Other Internship Opportunities are Available for Students?

While our Emerging Risk Management Trainee Program runs for 10 weeks during the summer, if you are unavailable during this timeframe, other internship opportunities may be available at the discretion of each department. We are a growing company, and other openings may become available throughout the year. You can upload your resume through our career portal here.


This article is for general informational purposes only and is not to be relied upon or used for any particular purpose. Cross Insurance shall not be held responsible in any way for, and specifically disclaims any liability arising out of or in any way connected to, reliance on or use of any of the information contained in this article. The information contained or referenced in this article is not intended to constitute and should not be considered legal, insurance, accounting or other professional advice, nor shall it serve as a substitute for the recipient obtaining such advice. The views expressed in this article are that of its author and do not necessarily represent the views of Cross Financial Corp. and its subsidiaries and affiliates (“Cross Insurance”) or Cross Insurance’s management or shareholders.