Life Insurance Jobs in Chicago, Illinois

Positions 38,813 Updated daily

Looking for Life Insurance jobs in Chicago, Illinois? Browse our curated listings with transparent salary information to find the perfect Life Insurance position in the Chicago, Illinois area.

Over The Road-Class A Driving

Company: West Side Transport

Location: Illinois

Posted Aug 01, 2025

6+ Months of Class A Driving. We also offer Health, Dental, Vision, Life Insurance, and 401k with company match.

Service Technician/Machinist

Company: Goulds Pumps IPG LLC

Location: Chicago, IL

Posted Aug 01, 2025

Building on centuries of pump design experience, PRO Services provides an array of services focuses on reducing equipment total cost of ownership and increasing…

CDL A Midwest Drivers Only Reset at Home

Company: MNS1 EXPRESS INC

Location: Chicago, IL

Posted Aug 01, 2025

Must have at least 2 years of commercial driving experience. Must have at least 2 years of commercial driving experience. 2500-3000 Miles Per Week.

Flex-Home All Weekend-Class A Driver

Company: West Side Transport

Location: Illinois

Posted Aug 01, 2025

Network of devoted support and service teams. 6+ Months of Class A Experience. We also offer Health, Dental, Vision, Life Insurance, and 401k with company match…

Regional-Class A Driving

Company: West Side Transport

Location: Illinois

Posted Aug 01, 2025

$1,200 a week minimum pay commitment. Professional and caring Safety and Operational culture. 6+ Months of Class A Driving.

CDL A Company Truck Driver Regional

Company: Go-To Transport, Inc

Location: Chicago, IL

Posted Aug 01, 2025

Must have CDL A license. Clean driving record , no more than 1 accident in last 12 months, no more than 3 in the last 36 months. $10,000 life insurance policy.

Senior Associate Brand Manager - Goodnites®

Company: Kimberly-Clark

Location: Chicago, IL

Posted Aug 01, 2025

Diverse income protection insurance options to protect yourself and your family in case of illness, injury, or other unexpected events. In this role, you will:

CDL-A Truck Driver-Increased Driver Pay

Company: PAM Transport, Inc.

Location: Chicago, IL

Posted Aug 01, 2025

Retirement plan w/ company matching. Retirement plan w/ company matching Great health, dental insurance. Retirement plan w/ company matching.

CDL A Tanker Truck Driver - Home Weekly

Company: Andrews Logistics Inc.

Location: Chicago, IL

Posted Aug 01, 2025

Paid training for dry van or flatbed drivers with clean MVR’s and good work history. Wage Range: 0.68 - 0.74 per mile. 401(k) With Company Matching.

CDL A Truck Driver - Home Weekly

Company: Waller Truck Co., Inc.

Location: Chicago, IL

Posted Aug 01, 2025

Midwest Loads in MN, IL, IN, WI, KY, TN, MS, AR, MO, OK, TX, KS, CO, IA, and NE. 100 Mile Radius of Louisville, KY. Medical, Dental, and Vision Insurance.

CDL A Flatbed Truck Driver - Home Weekly

Company: AWL Transport Inc. dba TLX

Location: Chicago, IL

Posted Aug 01, 2025

2 Years Verifiable Driving Experience w/ Steel coil & heavy haul experience. Must be 22 Years of Age. OUR FLATBED TRUCK DRIVERS EARN UP TO $80,000 PER YEAR –…

Kindergarten Apprentice

Company: Acero Charter Schools, Inc.

Location: Chicago, IL

Posted Aug 01, 2025

Possess valid Illinois Paraprofessional Educator License (PARA) or equivalent (required). Clearly and accurately communicate with administration, colleagues,…

Frequently Asked Questions

What are typical salary ranges for Life Insurance roles by seniority?
Entry‑level Underwriters earn $55k–$70k, mid‑level $70k–$90k, senior Underwriters $100k–$130k. Claims Adjusters range $50k–$75k at entry, $75k–$95k mid, and $110k–$140k senior. Actuaries start $80k–$95k, mid $95k–$120k, senior $120k–$160k.
Which skills and certifications are essential for a career in Life Insurance?
Core skills include risk analysis, financial modeling, and proficiency with policy admin systems (Guidewire, Salesforce). Certifications such as CPCU, ASOP, FSA, or Actuarial Society exams (E, F, P) plus data tools (SAS, Tableau) are highly valued.
Is remote work available in Life Insurance positions?
Yes, many underwriting, claims, and data‑analytics roles support full or hybrid remote work. Companies use cloud‑based policy platforms (Guidewire Cloud, Salesforce Lightning) and VPN‑secure analytics tools to enable distributed teams.
What career progression paths exist within the Life Insurance industry?
Typical paths move from Analyst/Associate to Senior Analyst, then to Manager, Director, and VP levels. Actuaries can progress to Lead Actuary or Chief Actuary, while Underwriters may advance to Lead Underwriter or Risk Management Director.
What are the current industry trends shaping Life Insurance careers?
Digital transformation, AI‑driven underwriting, and personalized policy pricing are reshaping roles. ESG considerations, regulatory updates (e.g., Solvency II, IFRS 17), and the rise of fintech partnerships are driving demand for tech‑savvy, data‑driven professionals.

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