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Sentry Jobs in Delafield, WI (NOW HIRING)

Deli Clerk

Milwaukee, WI ยท 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

Drop Off Center Monitor

Waukesha, WI ยท 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 ...

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 ...

Drop Off Center Monitor

Waukesha, WI ยท 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 ...

Crew Leader - Shop

Waukesha, WI ยท On-site

$61K - $86K/yr

City of Waukesha -CITY GARAGE - 300 Sentry Drive Waukesha, WI Job Type: Full Time Job Number: 26--00815 Department: DPW Division: City Garage Opening Date: 06/19/2026 Job Title: Shop Crew Leader ...

Mechanics Helper

Waukesha, WI ยท On-site

$46K - $65K/yr

City of Waukesha -CITY GARAGE - 300 Sentry Drive Waukesha, WI Job Type: Full Time Job Number: 26--00816 Department: DPW Division: City Garage Opening Date: 06/19/2026 This position assists in the ...

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Sentry information

See Delafield, WI salary details

$12

$17

$20

How much do sentry jobs pay per hour?

As of Jul 26, 2026, the average hourly pay for sentry in Delafield, WI is $17.04, according to ZipRecruiter salary data. Most workers in this role earn between $15.67 and $17.98 per hour, depending on experience, location, and employer.

What are Sentries?

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.

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 cities near Delafield, WI are hiring for Sentry jobs? Cities near Delafield, WI with the most Sentry job openings:
Infographic showing various Sentry job openings in Delafield, WI as of July 2026, with employment types broken down into 78% Full Time, and 22% Part Time. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $35,450 per year, or $17 per hour.

Account Executive-Wisconsin Captive Territory

Sentry

Milwaukee, WI โ€ข On-site

$163K - $199K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 2 days ago


Job description

Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.
You're not just in it to win it. You want to crush it every time. Because that's what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. 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 purpose, including:
  • High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips
  • Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8%
  • Opportunities for professional development and growth
  • Outstanding training and support
  • An industry-leading line of products and services

Total currently estimated projected compensation range for this position is $163,266-$199,266, which is a combination of base pay, currently projected renewal commissions, and currently estimated new business commission opportunities. Commission opportunities - both renewal and new business -- are based on achievement of sales objectives and compliance with the terms of the applicable incentive plan.
The Wisconsin territory includes: SE Wisconsin to include the Milwaukee South Metro. Residence within the sales territory is required.
What You'll Do
  • Sell directly to niche market accounts to increase premium volume
  • Retain profitable business by providing effective, quality service to policyholders
  • Build and maintain quality relationships with businesses
  • Work directly with Underwriting, Claims, Loss Control, Audit, Customer Service, and other key partners
  • Call on and pursue all niche market opportunities assigned to your geographic territory
  • Leverage current customers and relationships for new growth and sales opportunities

What it Takes
  • Bachelor's degree or equivalent work experience/related sales experience
  • The ability to obtain and maintain the necessary P&C, and Life licenses required to sell the products Sentry offers
  • Self-discipline and ability to thrive in a remote work environment
  • Ability to multitask, prioritize, communicate effectively, and remain organized
  • Strong analytical and math skills
  • Acceptable Motor Vehicle Record with a valid driver's license and ability to meet travel requirements

What You'll Receive
At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive.
  • Company car with gas card
  • Comprehensive, ongoing training, including licensure
  • Laptop, cell phone reimbursement, home office setup
  • Cutting edge proprietary technology that enables you to be more efficient and effective in the field
  • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.
  • Group Medical, Dental, Vision, Life Insurance, Parental Leave, and our Health and Wellness benefits to encourage a healthy lifestyle.
  • Pretax Dependent Care and Health Expense Reimbursement Accounts to ease taxes on health spending.
  • Well-being and Employee Assistance programs.
  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry
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!
Casey Van Der Geest
Casey.VanDerGeest@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.