Sentry Jobs Hiring Now

Sentry is hiring for 43 open roles on Migrate Mate as of July 16, 2026, concentrated in account management and business development, with listed salaries up to about $219,000. Migrate Mate updates Sentry's live openings daily. Sentry is a property and casualty insurance company offering personal and commercial lines coverage, including auto, home, and business insurance products.

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Overview

Sentry hiring data on Migrate Mate, as of July 16, 2026.

Open jobs
43
Top team
Account Management
Seniority
Across all levels
Work type
56% remote or hybrid
Top location
Stevens Point
Salary range
$38,000–$219,000

Listed salaries for Sentry roles on Migrate Mate range from about $38,000 to $219,000 per year across 43 open roles, as of July 16, 2026.

Open Roles at Sentry

Showing 25 of 43+ Sentry jobs

Sentry
Account Specialist
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Sentry
New 8h ago
Account Specialist
Sentry
Davenport, Iowa
Hybrid
1,001-5,000

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Sentry
Cycle Dealership Sales Specialist
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Sentry
Added 1d ago
Cycle Dealership Sales Specialist
Sentry
Dallas, Texas
Accounting
Business Operations
$68k - $112k/yr
Remote (US)
Experience equivalent to degree accepted
1,001-5,000

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Sentry
Workplace Technology Engineer (Hybrid Work Model)
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Sentry
Added 1d ago
Workplace Technology Engineer (Hybrid Work Model)
Sentry
Stevens Point, Wisconsin
Hybrid
Bachelor's degree in information technology
1,001-5,000

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Sentry
Assistant Underwriter - Transportation
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Sentry
Added 1d ago
Assistant Underwriter - Transportation
Sentry
Stevens Point, Wisconsin
Compliance & Risk
Health & Safety
Health & Safety (EHS & OHS)
Quality Control
Remote (US)
Experience equivalent to degree accepted
1,001-5,000

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Sentry
Claims Supplier Management Analyst
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Sentry
Added 2d ago
Claims Supplier Management Analyst
Sentry
Stevens Point, Wisconsin
Business Development
Customer Success
Program Management
Project Management
Remote (US)
Bachelor's degree
1,001-5,000

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Sentry
IT Operations Technician
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Sentry
Added 2d ago
IT Operations Technician
Sentry
Stevens Point, Wisconsin
Experience equivalent to degree accepted
1,001-5,000

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Sentry
Prem Audit Technician II - Commercial Lines
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Sentry
Added 6d ago
Prem Audit Technician II - Commercial Lines
Sentry
Edwardsville, Illinois
Remote (US)
High school diploma or GED
1,001-5,000

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Sentry
Account Executive-Montana and Wyoming Captive Territory
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Sentry
Added 6d ago
Account Executive-Montana and Wyoming Captive Territory
Sentry
Helena, Montana
$97k - $133k/yr
Bachelor's degree
1,001-5,000

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Sentry
Account Executive-North Dakota and Minnesota Captive Territory
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Sentry
Added 6d ago
Account Executive-North Dakota and Minnesota Captive Territory
Sentry
Fargo, North Dakota
Account Management
Customer Success
Sales
$62k - $98k/yr
Bachelor's degree
1,001-5,000

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Sentry
Internal Auditor
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Sentry
Added 6d ago
Internal Auditor
Sentry
Stevens Point, Wisconsin
Business Analysis
Business Analyst
Business Operations
Remote (US)
Bachelor's degree in finance
1,001-5,000

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Sentry
Territory Underwriting Specialist
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Sentry
Added 6d ago
Territory Underwriting Specialist
Sentry
Jackson, Mississippi
Business Development
Customer Success
Sales
Bachelor's degree
1,001-5,000

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Sentry
HR Business Consultant
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Sentry
Added 6d ago
HR Business Consultant
Sentry
Stevens Point, Wisconsin
Remote (US)
Bachelor's degree
1,001-5,000

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Sentry
Account Executive-Kentucky Captive Territory
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Sentry
Added 1w ago
Account Executive-Kentucky Captive Territory
Sentry
Louisville, Kentucky
Enterprise Sales
Inside Sales
Sales
$79k - $115k/yr
Bachelor's degree
1,001-5,000

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Sentry
Licensed Direct Sales Representative - P&C
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Sentry
Added 1w ago
Licensed Direct Sales Representative - P&C
Sentry
Nashville, Tennessee
Business Development
Customer Success
Sales
$38k - $58k/yr
Remote (US)
Associate's degree
1,001-5,000

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Sentry
Powersports Marketing Manager
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Sentry
Added 1w ago
Powersports Marketing Manager
Sentry
Madison, Wisconsin
Growth Marketing
Marketing
Product Marketing
Bachelor's degree
1,001-5,000

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Sentry
Trial Attorney - In-House Counsel
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Sentry
Added 1w ago
Trial Attorney - In-House Counsel
Sentry
California
Compliance & Legal
Corporate Development & M&A
Legal Counsel
$132k - $197k/yr
Bachelor's degree
1,001-5,000

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Sentry
Scanning & Distribution Technician-Plover Archives (LT20)
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Sentry
Added 1w ago
Scanning & Distribution Technician-Plover Archives (LT20)
Sentry
Stevens Point, Wisconsin
Maintenance & Repair
Manufacturing Operations
Mechanical Engineering
Skilled Trades
High school diploma or GED
1,001-5,000

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Sentry
Data Engineer - .NET Web Development
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Sentry
Added 2w ago
Data Engineer - .NET Web Development
Sentry
Madison, Wisconsin
Engineering (Non-Software)
Mechanical Engineering
Product Management
Bachelor's degree
1,001-5,000

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Sentry
Construction Project Manager Denver, CO Area
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Sentry
Added 2w ago
Construction Project Manager Denver, CO Area
Sentry
Denver, Colorado
Construction Management
Manufacturing Operations
Project Management
$95k - $120k/yr
Hybrid
1,001-5,000

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Sentry
Treasury Services/Investment Accounting-Associate Financial Analyst or Financial Analyst
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Sentry
Added 2w ago
Treasury Services/Investment Accounting-Associate Financial Analyst or Financial Analyst
Sentry
Stevens Point, Wisconsin
IT Support
Systems Administration
Technical Program Management
Remote (US)
Bachelor's degree
1,001-5,000

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Sentry
Software Developer (Hybrid Work Model)
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Sentry
Added 3w ago
Software Developer (Hybrid Work Model)
Sentry
Stevens Point, Wisconsin
IT Support
Systems Administration
Technical Program Management
Hybrid
Associate's degree in computer science
1,001-5,000

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Sentry
Social Media Strategist - Digital Reputation
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Sentry
Added 3w ago
Social Media Strategist - Digital Reputation
Sentry
Stevens Point, Wisconsin
Content Marketing
Growth Marketing
Marketing
Remote (US)
Bachelor's degree
1,001-5,000

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Sentry
Account Executive-Colorado and Wyoming Captive Territory
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Sentry
Added 1mo ago
Account Executive-Colorado and Wyoming Captive Territory
Sentry
Denver, Colorado
Enterprise Sales
Inside Sales
Sales
$157k - $193k/yr
Bachelor's degree
1,001-5,000

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Sentry
Treasury Services Accountant-Associate Financial Analyst or Financial Analyst
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Sentry
Added 1mo ago
Treasury Services Accountant-Associate Financial Analyst or Financial Analyst
Sentry
Stevens Point, Wisconsin
Business Analysis
Business Operations
Project Management
Remote (US)
Bachelor's degree in finance
1,001-5,000

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Sentry
Underwriting Manager - Middle Market
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Sentry
Added 1mo ago
Underwriting Manager - Middle Market
Sentry
Denver, Colorado
Human Resources
Human Resources (HR) — Generalist
Learning & Development
Recruiting & Talent Acquisition
$146k - $219k/yr
Remote (US)
Bachelor's degree
1,001-5,000

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Job Roles at Sentry

Account Management5 jobs
Business Development4 jobs
Business Analysis3 jobs
Enterprise Sales3 jobs
Sales3 jobs
IT Support2 jobs
Business Operations2 jobs
Human Resources2 jobs
Construction Management1 jobs
Maintenance & Repair1 jobs

Working at Sentry

Sentry's 43 open roles are across all levels, and about 56% are remote or hybrid. The most active teams are account management, business development, and business analysis. Sentry is a property and casualty insurance company serving personal and commercial policyholders across the United States. Its roles span underwriting, claims, account management, technology, and corporate functions including legal and operations. Most Sentry roles are based in Stevens Point, with some in Denver and Madison.

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Sentry Jobs: Frequently Asked Questions

How many jobs is Sentry hiring for right now?

Sentry is hiring for 43 open roles on Migrate Mate as of July 16, 2026, updated daily, concentrated in account management and business development. Positions span insurance operations, technology, claims, account management, and corporate support functions across multiple locations.

What kinds of roles does Sentry hire for?

The most active teams are account management, business development, and business analysis. Sentry hires across account executive, claims analyst, underwriting, software development, IT operations, paralegal, and project management functions. Roles cover both field-facing positions such as territory-based account executives and internal operations, audit, and technology roles. Most postings are across all levels.

Are Sentry jobs remote or in-person?

Mostly remote. About 56% of Sentry's open roles on Migrate Mate are remote or hybrid as of July 16, 2026, with the rest based in Stevens Point. Each Sentry listing shows its work location so you can filter before applying.

How do I apply to a job at Sentry?

Find a Sentry role on Migrate Mate, then follow the listing through to Sentry's own careers site to submit your application directly. Sentry manages its own hiring process, including application review, interviews, and offers. Migrate Mate keeps Sentry's openings current so you can browse what's available before heading to their site.

What do Sentry jobs pay?

Listed salaries for Sentry roles on Migrate Mate range from about $38,000 to $219,000 per year as of July 16, 2026, with most postings at across all levels. Exact pay is set by Sentry and shown on each listing.

Does Sentry hire entry-level?

Most of Sentry's open roles on Migrate Mate are across all levels as of July 16, 2026. Check individual Sentry listings for stated experience requirements.

Where is Sentry hiring?

Most Sentry roles are based in Stevens Point, with some in Denver and Madison, and about 56% offer remote or hybrid work as of July 16, 2026. Migrate Mate shows the location on each listing.