Sentry Insurance Jobs - Page 2
Open positions at Sentry Insurance, newest first. Each listing links to the company's own application page.
- Open positions
- 31
Newest Sentry Insurance openings
Senior Staff Attorney - Insurance Defense
$159k – $239k/yrRemote, CA · 30 days ago
Use your litigation experience to defend Sentry insureds against claims and represent Sentry in direct policy actions.
- Full-time
- Director
- 7+ years
- insurance defense litigation
- deposition practice
- trial advocacy
Event & Meeting Planner
HybridStevens Point, WI (Hybrid) · 30 days ago
Our Event and Meeting Planners provide effective project management support of meetings and events.
- Full-time
- Mid-level
- 5+ years
- event planning
- budget preparation
- project management
Underwriting Specialist - Middle Market
$90.6k – $165k/yrDenver, CO (Hybrid) · 30 days ago
Applies Underwriting policy, philosophy and procedures to evaluate the acceptability of submitted business.
- Full-time
- Mid-level
- 5+ years
- commercial insurance underwriting
- reinsurance procedures
- policy pricing
Account Executive-North Dakota and Minnesota Captive Territory
$62.3k – $98.3k/yrGrand Forks, ND (Remote) · 30 days ago
Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.
- Full-time
- Mid-level
- commercial insurance sales
- relationship building
- financial analysis
Account Executive-Indiana Captive Territory
$82.6k – $119k/yrEvansville, IN (Remote) · 30 days ago
Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.
- Full-time
- Mid-level
- commercial insurance sales
- relationship building
- P&C licensing
Account Executive-Montana and Wyoming Captive Territory
$92.7k – $129k/yrMontana, MT · 30 days ago
Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.
- Full-time
- Mid-level
- commercial insurance sales
- relationship building
- financial analysis
Stevens Point, WI (Hybrid) · 30 days ago
In this internship, you'll gain hands-on experience and work with a mentor to learn all about Industrial Hygienist role, and network with leadership at social events.
- Internship
- Entry level
- industrial hygiene
- chemical exposure assessment
- noise exposure assessment
Stevens Point, WI (Hybrid) · 30 days ago
You'll work closely with a team of engineers to develop, test, and maintain software applications, systems, or platforms.
- Full-time
- Mid-level
- C#
- Angular
- SQL
Madison, WI (Hybrid) · 30 days ago
Manages a group of associates who have underwriting responsibility for all middle market lines, responsibly growing strategy, talent, and business.
- Full-time
- Lead / Staff
- 2+ years
- commercial insurance underwriting
- middle market underwriting
- insurance analysis
Regional Executive
HybridIrvine, CA (Hybrid) · 30 days ago
We're looking for a strategic, results-driven Regional Executive to take ownership of the revenue and profitability of our $100M+ Pacific region.
- Full-time
- Director
- 10+ years
- commercial lines underwriting
- property and casualty insurance
- underwriting strategy
Stevens Point, WI (Hybrid) · 30 days ago
As a Claims Co-op, you'll practice investigation, evaluation, and communication skills while making real impact.
- Part-time
- Entry level
- claims investigation
- policy coverage review
- claims documentation
How Rolev.ai helps you apply to Sentry Insurance
Rolev.ai is a job search and application tool for US job seekers. It shows which Sentry Insurance jobs fit your resume, tailors your resume to each posting, and prepares the application for you to review.
See how you fit
Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.
Tailor without inventing
Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.
Draft the full kit
Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.
1-Click Extension Autofill
The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.