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Sentry Jobs in Wisconsin (NOW HIRING)

Sentry

Human Resources Specialist

Madison, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Sentry's HR Specialists serve as the key HR representative in the field office in which they are located. This role will be located at our Middleton, WI office location in a hybrid work model. The HR ...

Sentry

Fitness Attendant

Stevens Point, WI · On-site

$13.25 - $15.50/hr

As a Fitness Attendant at Sentry's Wellness Center, you will play a critical part in providing health and wellness service to other Sentry Insurance associates. Hours for this on-call role vary by ...

Sentry

Internal Auditor

Stevens Point, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

At Sentry, we care about delivering long-term results. Our associates embody this same future-focused approach - meeting challenges head-on and offering solutions and pricing that keeps customers ...

Sentry

Underwriting Manager - Middle Market

Madison, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive. * Sentry is happy to offer flexibility through a scheduled Hybrid work model.

Sentry

Premium Audit Technician

Madison, WI · On-site

$49K - $61K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

This position can be located in our Stevens Point, or Madison, WI office(s) and will follow Sentry's current hybrid model of 3 days in-office. Entry level role focused on supporting the premium audit ...

Sentry

Account Executive-Wisconsin Captive Territory

Milwaukee, WI · On-site

$162K - $198K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

If you're a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales. We provide everything you need to carve out a sales career filled with success and ...

Sentry

Product Specialist - Small Commercial

Madison, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Sentry is seeking a motivated Product Specialist to help power data driven decision making across the Small Commercial business unit. The focus is on Direct Sales Channel and Customer Acquisition ...

Sentry

Bartender

Stevens Point, WI · On-site

Provide outstanding customer service to all customers and promotes a positive image of Sentry facilities. * Maintain a high-level of knowledge in wine, beer, mixed drink recipes, and other beverages.

Sentry

HR Business Consultant

Stevens Point, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office. * As a Sentry associate ...

Sentry Insurance

Client Technician - 401K

Milwaukee, WI · Hybrid

$17 - $23/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Utilizes workflow system to identify customers who have outstanding tasks necessary to maintain compliance and fulfill Sentry's service agreement. Proactively intervenes to ensure deadlines and ...

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See Wisconsin salary details

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How much do sentry jobs pay per hour?

As of Aug 14, 2026, the average hourly pay for sentry in Wisconsin is $17.94, according to ZipRecruiter salary data. Most workers in this role earn between $16.49 and $18.94 per hour, depending on experience, location, and employer.

What is a sentry?

Sentries are professionals responsible for monitoring and guarding a specific area, property, or facility to ensure its security and safety. Their duties often include observing for suspicious activity, checking credentials, and responding to emergencies or security breaches. Sentries may work in various environments, such as military bases, private companies, or public spaces, and often act as the first line of defense against unauthorized access.

What is the difference between Sentry vs Security Guard?

AspectSentrySecurity Guard
CredentialsMay require security licenses or certificationsTypically requires security guard license or certification
Work EnvironmentMonitoring premises, access control, surveillancePatrolling, guarding property, responding to incidents
Employer & IndustryBusinesses, events, facilities needing securityCommercial, residential, industrial security services
Search & Comparison IntentSecurity roles, security job descriptionsSecurity guard jobs, security employment

Both Sentry and Security Guard roles focus on safety and security, but Sentry often emphasizes surveillance and monitoring, while Security Guards may involve physical patrols and incident response. The choice depends on the specific security needs of the employer and the required credentials.

What are the key skills and qualifications needed to thrive as a sentry, and why are they important?

To thrive as a Sentry, strong observational skills, situational awareness, and a basic education or security certification are typically required. Familiarity with surveillance systems, communication devices, and access control technologies is important for effective monitoring. Reliability, alertness, and clear communication are essential soft skills for responding to incidents and reporting concerns. These skills ensure safety, quick response to threats, and efficient security operations.

Is Sentry a good company to work for?

Sentry is a software company known for its error tracking and monitoring tools, and many employees appreciate its collaborative environment and focus on innovation. As a company, it offers roles that often require technical skills such as coding and familiarity with development tools, with a generally positive reputation for workplace culture. However, individual experiences can vary based on role and team dynamics.

How does a sentry typically coordinate with other security personnel during an emergency situation?

During an emergency, a Sentry works closely with other security team members by maintaining clear communication through radios or designated channels. They are often responsible for monitoring entry points, relaying real-time information, and following established protocols to ensure a swift and organized response. Teamwork is essential, as Sentries may need to direct people, coordinate with supervisors, and assist law enforcement or emergency responders. Effective collaboration helps ensure safety and minimize risks during critical incidents.

Is Sentry a remote company?

Sentry, the company behind the Sentry error tracking tool, offers many of its roles as remote positions, allowing employees to work from various locations. The company supports a flexible work environment, and remote work is common for roles involving software development, engineering, and support functions.

What are popular job titles related to Sentry jobs in Wisconsin?

For Sentry jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Sentry jobs in Wisconsin look for?

The top searched job categories for Sentry jobs in Wisconsin are:

What cities in Wisconsin are hiring for Sentry jobs?

Cities in Wisconsin with the most Sentry job openings:

Sentry jobs near you
Infographic showing various Sentry job openings in Wisconsin as of August 2026, with employment types broken down into 95% Full Time, and 5% Part Time. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $37,306 per year, or $17.9 per hour.

Human Resources Specialist

Sentry

Madison, WI • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 27 days ago

Job description

Sentry's HR Specialists serve as the key HR representative in the field office in which they are located.
This role will be located at our Middleton, WI office location in a hybrid work model. The HR Specialist provides support and guidance to Sentry managers and associates across a range of areas such as associate relations and talent acquisition.
What You'll Do
As an HR Specialist, you will:
  • Coach and guide managers in assessing need for and developing associate-related communications, including corrective action documentation.
  • Engage and meet with business unit leaders and associates developing relationships, trust and engagement. Serve as an on-site conduit for multiple HR and Corporate departments.
  • Coordinate the termination process and serve as a point of contact for terminated associates.
  • Coordinate the employee exit process, conduct exit interviews, and provide critical information and input into termination decisions.
  • Review initial complaints, conduct investigations, and with input from Associate Relations management and in some cases inside legal counsel, recommend corrective action and provides summary reports as appropriate.
  • Execute the entire recruitment cycle for assigned positions from the requisition process, the presentation of candidates, and pre-hire screens to final offer letter.
  • Provide additional programs, communications or resources in areas such as performance management, employee relations, recruitment, compensation, career development and leadership development to meet the specific needs of the business function.

What it Takes
  • Bachelor's degree or equivalent work experience.
  • Minimum of 3 years of related work experience.
  • Possesses a thorough knowledge of the major HR disciplines and can demonstrate the ability to provide HR support to their business partners.
  • Solid understanding of fair employment practices and regulations.
  • PHR certification preferred.
  • Exceptional skills in written and verbal communications.
  • Proficient in Microsoft Word, Excel, PowerPoint and Outlook.
  • Ability to multi-task and meet deadlines under pressure.
  • Excellent organizational, collaboration and follow-up skills.

What You'll Receive
At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive.
  • Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office.
  • As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office.
  • Meal Subsidy available for associates who report to an office.
  • 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.
  • Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program.
  • Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off.
  • Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle.
  • Well-being and Employee Assistance programs.
  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry
We take great pride in making Forbes' list of America's Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.
Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority.
Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.
Get ready to own your future at Sentry. Opportunities await!
Talent Acquisition Specialist
Thank you for your interest in Sentry!
Katelynne Rivera
Katelynne.Rivera@Sentry.com
Equal Employment Opportunity
Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

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