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Sentry Jobs in Milwaukee, WI (NOW HIRING)

Sentry Insurance

Client Technician - 401K

Milwaukee, WI · Hybrid

$17 - $23/hr

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 ...

Sentry Foods 92 Lisbon Inc

Deli Clerk

Milwaukee, WI · On-site

$13.75 - $17/hr

Sentry Foods - 92nd & Lisbon Employment Type: Part-Time Job Summary We are hiring a Deli Clerk to prepare fresh food items and provide fast, friendly service--especially on weekends. Responsibilities

City of Waukesha, WI

Drop Off Center Monitor

Waukesha, WI · On-site

$14.65/hr

City of Waukesha Drop-Off Center, 750 Sentry Dr, Waukesha, WI 53186, WI Job Type: Part Time Job Number: 00469 Department: DPW Division: Engineering Opening Date: 04/25/2025 Closing Date: Continuous ...

City of Waukesha

Drop Off Center Monitor

Waukesha, WI · On-site

$14.65/hr

This part time position works at the City Drop-Off Center (750 Sentry Dr.) during public hours with responsibilities of monitoring the center and directing residents to properly navigate and dispose ...

Davita Inc.

Registered Nurse

Waukesha, WI · On-site

Posting Date 06/05/2026 1260 Sentry Drive, Waukesha, Wisconsin, 53186, United States of America Make a real impact-every day. As a DaVita RN, you'll ensure compassionate and professional delivery of ...

New

Davita Inc.

Patient Care Technician

Waukesha, WI · On-site

$16 - $21/hr

Posting Date 08/11/2026 1260 Sentry Drive, Waukesha, Wisconsin, 53186, United States of America DaVita is hiring a Patient Care Technician (PCT) to support patients with end-stage renal disease in an ...

U.S. Navy

Military Security Officer

Vernon, WI

$17.50 - $22.25/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Milwaukee, WI

$17.25 - $22/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Milwaukee, WI

$17 - $21.50/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Milwaukee, WI

$16.75 - $21.25/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Bayside, WI

$17.25 - $22/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Kewaskum, WI

$16 - $20.25/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Cudahy, WI

$17.25 - $21.75/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Franklin, WI

$16.25 - $20.75/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Allenton, WI

$17.75 - $22.50/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Sturtevant, WI

$17 - $21.50/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

U.S. Navy

Military Security Officer

Milwaukee, WI

$17.25 - $22/hr

Key Responsibilities Conduct antiterrorism and force protection patrols on installations and piers; stand sentry and access control posts and control entry to secure areas; perform vehicle, personnel ...

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See Milwaukee, WI salary details

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$17

$20

How much do sentry jobs pay per hour?

As of Aug 16, 2026, the average hourly pay for sentry in Milwaukee, WI is $17.53, according to ZipRecruiter salary data. Most workers in this role earn between $16.11 and $18.51 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 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.

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.

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.

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.

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 Milwaukee, WI?

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

What job categories do people searching Sentry jobs in Milwaukee, WI look for?

The top searched job categories for Sentry jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Sentry jobs?

Cities near Milwaukee, WI with the most Sentry job openings:

Sentry jobs near you
Infographic showing various Sentry job openings in Milwaukee, WI as of August 2026, with employment types broken down into 67% Full Time, and 33% Part Time. Highlights an 67% In-person, and 33% Remote job distribution, with an average salary of $36,461 per year, or $17.5 per hour.

Client Technician - 401K

Sentry Insurance

Milwaukee, WI • Hybrid

$17 - $23/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 22 days ago

Sentry Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

70th of 308 rated insurance

Job description

Provides operational and administrative support activities to the 401(k) Client teams and designated clients in the areas of census, plan amendment signatures, 5500 authorizations, contributions, load administration, compliance testing and other facets of 401(k) plan administration. 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 special client needs are met, while appropriately escalating tasks to avoid or mitigate compliance issues. Completes timely and accurate analysis of census data, review status, compensation, contributions, and account balances for qualified retirement plan participants. Monitors and resolves errors or discrepancies in data across multiple systems. Prepares annual reviews for safe harbor plans. Completes IRS/DOL forms, facilitates e-filing, monitors filing deadlines, prepares filing extensions, and supports other governmental reporting processes. What You’ll Do

As a 401(k) Client Services Tech, you’ll provide operational and administrative support to our 401(k) Client Services Manager team, ensuring required customer information is received, verified, and updated in a timely manner. In addition, you’ll:

  • Monitor and maintain workflow tasks for assigned clients to ensure requests and services are completed within the required deadlines
  • Monitor incoming email and voice messages while corresponding with clients to provide accurate information regarding employer contributions, payroll, and plan information
  • Collect, verify, and update required customer information accurately within Sentry systems
  • Develop and maintain an understanding of Sentry’s plan documents, contracts, systems, and compliance requirements
  • Perform other job-related duties as assigned

What it Takes

  • Associate Degree or equivalent work experience
  • 0-2 years of related work experience
  • Prior retirement or 401(k) experience and knowledge is desired
  • Strong verbal and written communication skills
  • Successful completion of educational courses, such as CEBS or ASPPA, are beneficial
  • Computer skills, math aptitude, and ability to communicate and provide exceptional service to our customers required
  • Ability to prioritize workload and handle several projects simultaneously
  • Ability to analyze contracts and documents is required

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 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:

    • Offices without a cafeteria, $15.00 weekly stipend

  • 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

All of us at Sentry—more than 4,000 associates—have various talents, skills, and backgrounds. We work together to deliver on our promises to our policyholders every day. We’re proud to offer a full line of property, casualty, and life insurance products to help protect businesses, cars, homes, lives, and retirement income.

Our headquarters is in Stevens Point, Wisconsin, with claims and service 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.

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.

Get ready to own your future at Sentry. Opportunities await.

Thank you for your interest in Sentry!

Amelia Sacco

Amelia.Sacco@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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