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Aetna/CVS Health Virtual Underwriting Externship Program - Intro to Insurance & Underwriting

July 25, 2026

Bring your heart to CVS Health. Every one of us at CVS Health shares a single, clear purpose: Bringing our heart to every moment of your health. This purpose guides our commitment to deliver enhanced human-centric health care for a rapidly changing world. Anchored in our brand — with heart at its center — our purpose sends a personal message that how we deliver our services is just as important as what we deliver.Our Values in Action support this purpose. We want everyone who works at CVS Health to feel empowered by the role they play in transforming our culture and accelerating our ability to innovate and deliver solutions to make health care more personal, convenient, and affordable.Position Summary: Are you a current college student eager to explore the dynamic world of insurance and underwriting? Join us for a transformative 3-week virtual externship program designed to introduce you to the fundamentals of underwriting and risk analysis and offer professional development sessions to build your professional skill set. This program is ideal for individuals looking to learn more about the underwriting field and jump start their career with an industry leader.The Underwriting Externship Program looks to provide externs with immersive, hands-on underwriting experience that helps them understand the role of a full-time underwriter and Aetna’s underwriting organization. This program serves as one of the primary pipelines for the Underwriting Internship Program and the full-time Underwriting Leadership Development Program.You will also have the opportunity to apply and interview for a position in our 2028 Summer Corporate Underwriting Internship Program (UIP). This program is intended to take place at our Hartford, CT office location following a hybrid work model.Position: Underwriting ExternDuration: Three Week Program; Tuesday, Wednesday, Thursday from 3:00pm-4:30pm ETProgram Dates: <ul><li>Week 1: September 29th, 30th and October 1st</li><li>Week 2: October 6th, 7th, 8th</li><li>Week 3: October 13th, 14th, 15th</li></ul>Location: Remote/Virtual (Using your own personal laptop/computer)Program Overview: <ul><li>Unpaid Educational Experience: Participants who complete the program will receive priority during the following internship recruiting season.</li><li>Introduction to Underwriting: Learn the basics of underwriting, risk analysis, and pricing strategies.</li><li>Virtual Training Sessions: Engage in interactive virtual sessions led by industry experts to deepen your understanding of underwriting concepts and practices.</li><li>Case Studies: Apply your knowledge to real-world scenarios and collaborate with peers to analyze risks, make underwriting decisions, and present recommendations.</li><li>Professional Development: Gain insights into career paths within the insurance industry, receive mentorship from seasoned professionals, and build foundational skills in communication, problem solving, and decision-making.</li><li>Networking Opportunities: Connect with company leaders, underwriters, and other industry professionals to expand your network and gain valuable insights into the industry.</li></ul>Required Qualifications: <ul><li>Currently enrolled in an undergraduate program; Sophomore students preferred (12/2028 – 5/2029 Graduation date).</li><li>Access to a computer with reliable internet connection for virtual sessions.</li><li>Available for ALL Externship Dates (listed above)</li></ul>Preferred Qualifications: <ul><li>Majors in: Risk Management/Insurance, Math, Statistics, Business Analytics, Economics (and related majors)</li><li>Strong analytical skills and attention to detail.</li><li>Excellent communication and interpersonal skills.</li><li>Curiosity about the insurance industry and eagerness to learn about underwriting and risk analysis. </li></ul>Program Highlights: <ul><li>Gain a comprehensive understanding of underwriting and risk analysis from industry leaders.</li><li>Develop foundational skills essential for a successful career in the insurance industry.</li><li>Build a professional network and establish connections with insurance professionals.</li><li>Receive a certificate of completion at the end of the externship.</li><li>Receive priority in the following underwriting internship recruiting process.</li></ul>Recruiting Process:To be considered, please submit a resume with your application. We will be reviewing applications on a rolling basis with the opportunity tentatively closing on Sunday, September 6th, at 11:59 p.m. (ET) or if externship spots are filled sooner. The recruiting process consists of an On-Demand Virtual Interview. We will inform you of an interview decision two weeks after your interview submission.Embark on a journey of exploration and discovery in the world of underwriting with one of the top insurance companies. Apply now and take the first step towards a rewarding career in insurance!This role is part of an unpaid program and is not eligible for pay or benefits. This job does not have an application deadline, as CVS Health accepts applications on an ongoing basis.Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...