ZipRecruiter

Log In

2

Remote Underwriting Training Program Jobs in Chicago, IL

Berkley

Sr. Production Underwriting (Remote)

Chicago, IL · On-site +1

$85K - $125K/yr

Our Human Services Program dates back to 1989, and has continuously evolved to meet the unique ... training, credentials and experience of the candidate; and other conditions of employment.

Berkley

Sr. Production Underwriting (Remote)

Chicago, IL · On-site +1

$85K - $125K/yr

Our Human Services Program dates back to 1989, and has continuously evolved to meet the unique ... training, credentials and experience of the candidate; and other conditions of employment.

Berkley

Sr. Production Underwriting (Remote)

Chicago, IL · On-site +1

$85K - $125K/yr

Our Human Services Program dates back to 1989, and has continuously evolved to meet the unique ... education, training, credentials and experience of the candidate; and other conditions of ...

next page

Showing results 1-20

All JobsUnderwriting Training Program JobsRemote Underwriting Training Program JobsRemote Underwriting Training Program Jobs in Chicago, IL

Remote Underwriting Training Program information

See Chicago, IL salary details

$25

$31

$34

How much do remote underwriting training program jobs pay per hour?

As of Jul 30, 2026, the average hourly pay for remote underwriting training program in Chicago, IL is $31.08, according to ZipRecruiter salary data. Most workers in this role earn between $30.43 and $30.43 per hour, depending on experience, location, and employer.

What can I expect from the daily structure and team environment in a Remote Underwriting Training Program?

As a participant in a Remote Underwriting Training Program, you’ll typically engage in a combination of structured online learning sessions, interactive case studies, and mentorship with experienced underwriters. Daily tasks may include reviewing sample applications, evaluating documentation, participating in virtual team meetings, and completing assignments or assessments to build your decision-making skills. Although the role is remote, you’ll regularly collaborate with trainers and classmates through video calls, group chats, and online platforms to foster a sense of community and shared learning. This structured yet flexible environment is designed to support your professional development and prepare you for full underwriting responsibilities upon completion of the program.

Can you work remotely as an underwriter?

Remote underwriting training programs prepare individuals to work as underwriters from home, often requiring familiarity with underwriting software and strong analytical skills. Many companies offer remote underwriting roles, especially in insurance and finance sectors, allowing underwriters to evaluate applications and assess risk remotely. However, specific remote work policies depend on the employer and the nature of the underwriting tasks.

What are the key skills and qualifications needed to thrive in the Remote Underwriting Training Program position, and why are they important?

To excel in a Remote Underwriting Training Program, candidates should possess strong analytical skills, attention to detail, and a foundational understanding of financial or insurance concepts, often supported by a bachelor’s degree in business, finance, or a related field. Familiarity with underwriting software, risk assessment tools, and proficiency in Microsoft Office Suite are commonly required, while relevant certifications such as CPCU can be advantageous. Excellent communication, self-motivation, and time management skills help individuals thrive in a remote, collaborative environment. These attributes are vital for accurate risk assessment, effective virtual teamwork, and efficient workflow in the remote insurance underwriting process.

How do I become an underwriter with no experience?

To become an underwriter with no experience, you can start by gaining relevant knowledge through online courses or certifications in insurance or finance. Entry-level underwriting roles often require strong analytical skills and attention to detail, and some employers provide on-the-job training to new hires without prior experience.

How long is underwriting training?

Underwriting training for this role typically lasts between two to six weeks, depending on the company's program and the complexity of the policies involved. The training often includes classroom instruction, online modules, and practical assessments to develop skills in risk assessment and decision-making.

What is a Remote Underwriting Training Program job?

A Remote Underwriting Training Program job is a structured learning opportunity designed to train individuals in the fundamentals of underwriting while working remotely. Participants typically receive instruction on risk assessment, loan or insurance evaluation, and industry guidelines. These programs may be offered by financial institutions, mortgage companies, or insurance firms to prepare trainees for underwriting roles. Training can include virtual coursework, mentorship, and hands-on case studies to develop necessary skills. Upon completion, trainees may transition into full-time underwriting positions.

Is insurance underwriting hard to get into?

Insurance underwriting can be competitive, but entry is accessible with relevant skills such as attention to detail, analytical ability, and knowledge of insurance policies. Many companies offer training programs, like remote underwriting training, to help new underwriters develop necessary expertise and certifications may improve job prospects.
What are popular job titles related to Remote Underwriting Training Program jobs in Chicago, IL? For Remote Underwriting Training Program jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Underwriting Training Program jobs in Chicago, IL look for? The top searched job categories for Remote Underwriting Training Program jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Underwriting Training Program jobs? Cities near Chicago, IL with the most Remote Underwriting Training Program job openings:
Remote Underwriting Training Program jobs near you
Infographic showing various Remote Underwriting Training Program job openings in Chicago, IL as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $64,648 per year, or $31.1 per hour.

Aetna/CVS Health Virtual Underwriting Externship Program

CVS Health

Aurora, IL • On-site, Remote

Full-time

This job post has expired 1 day ago. Applications are no longer accepted.

CVS Health rating

5.8

Company rating: 5.8 out of 10

Based on 4,322 frontline employees who took The Breakroom Quiz

87th of 109 rated pharmacies

Job description

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 Extern

Duration: Three Week Program; Tuesday, Wednesday, Thursday from 3:00pm-4:30pm ET

Program Dates:

  • Week 1: September 29th, 30th and October 1st
  • Week 2: October 6th, 7th, 8th
  • Week 3: October 13th, 14th, 15th

Location: Remote/Virtual (Using your own personal laptop/computer)

Program Overview:

  • Unpaid Educational Experience: Participants who complete the program will receive priority during the following internship recruiting season.
  • Introduction to Underwriting: Learn the basics of underwriting, risk analysis, and pricing strategies.
  • Virtual Training Sessions: Engage in interactive virtual sessions led by industry experts to deepen your understanding of underwriting concepts and practices.
  • Case Studies: Apply your knowledge to real-world scenarios and collaborate with peers to analyze risks, make underwriting decisions, and present recommendations.
  • 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.
  • Networking Opportunities: Connect with company leaders, underwriters, and other industry professionals to expand your network and gain valuable insights into the industry.

Required Qualifications:

  • Currently enrolled in an undergraduate program; Sophomore students preferred (12/2028 – 5/2029 Graduation date).
  • Access to a computer with reliable internet connection for virtual sessions.
  • Available for ALL Externship Dates (listed above)

Preferred Qualifications:

  • Majors in: Risk Management/Insurance, Math, Statistics, Business Analytics, Economics (and related majors)
  • Strong analytical skills and attention to detail.
  • Excellent communication and interpersonal skills.
  • Curiosity about the insurance industry and eagerness to learn about underwriting and risk analysis.

Program Highlights:

  • Gain a comprehensive understanding of underwriting and risk analysis from industry leaders.
  • Develop foundational skills essential for a successful career in the insurance industry.
  • Build a professional network and establish connections with insurance professionals.
  • Receive a certificate of completion at the end of the externship.
  • Receive priority in the following underwriting internship recruiting process.

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.

What CVS Health employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply