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Sentry Jobs in Virginia (NOW HIRING)

Sentry Force Security

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DCJS Training Instructor

Virginia Beach, VA · On-site

$27/hr

Sentry Force Security Location: Virginia Beach, VA Job Type: Part-Time/Full-Time Pay: $27.00/hour Sentry Force Security is seeking a DCJS Certified Instructor to lead and facilitate training programs ...

Sentry Force Security

Security Dispatcher

Fairfax, VA · On-site

$18 - $22/hr

Sentry Force Security is seeking a dependable and professional Security Dispatcher to join our team in the Hampton Roads area. The Security Dispatcher will serve as a central point of communication ...

Sentry Force Security

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Armed Security Officer

Norfolk, VA · On-site

$19 - $22/hr

Armed Security Officer - Hampton Roads Now Hiring DCJS Armed Licensed Security Officers Sentry Force Security is expanding throughout Hampton Roads and is seeking professional Armed Security Officers ...

Sentry Force Security

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Security Dispatcher

Fairfax, VA · On-site

$18 - $20/hr

Shift: 3pm-11pm 11pm-7am Sentry Force Security is seeking a reliable and detail-oriented Security Dispatcher to join our operations team. The Dispatcher serves as a critical communication link ...

Sentry Force Security

Armed Security Guard

Fairfax, VA · On-site

$20 - $25/hr

Sentry Force Security is hiring qualified Armed Security Officers, Armed Supervisors, and Armed Floaters in the Richmond, VA area. We are looking for dependable, professional, and experienced ...

Sentry Force Security

Armed Security Guard

Richmond, VA · On-site

$20 - $25/hr

Sentry Force Security is hiring qualified Armed Security Officers, Armed Supervisors, and Armed Floaters in the Richmond, VA area. We are looking for dependable, professional, and experienced ...

Sentry Force Security

Armed Security Guard

Norfolk, VA · On-site

Sentry Force Security is seeking qualified, Virginia DCJS-licensed Armed Security Officers to support multiple security operations throughout the Hampton Roads region. We are looking for highly ...

Armada Ltd

Weapons Based Instructor I

Chesapeake, VA · On-site

Armed Sentry/Security Reaction Force-Basic (AS/SRF-B); Submarine Force Sentry (SUBFOR Sentry); Submarine Force Crew Served Weapons Instructor (SUBFOR CSWI); Crew Served Weapons Operations and ...

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Sentry information

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How much do sentry jobs pay per hour?

As of Sep 6, 2026, the average hourly pay for sentry in Virginia is $17.62, according to ZipRecruiter salary data. Most workers in this role earn between $16.20 and $18.61 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 cloud platforms, with a generally positive reputation for work culture. However, individual experiences may 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 Virginia?

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

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

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

What cities in Virginia are hiring for Sentry jobs?

Cities in Virginia with the most Sentry job openings:

Sentry jobs near you
Infographic showing various Sentry job openings in Virginia as of August 2026, with employment types broken down into 83% Full Time, and 17% Contract. Highlights an 100% In-person job distribution, with an average salary of $36,643 per year, or $17.6 per hour.

Specialty Insurance Underwriting and Products Practice Leader

Sentry Insurance

Richmond, VA • Hybrid

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 17 days ago

Key responsibilities

  • Plan, organize, and control insurance products from conceptual stages through product life cycles.

  • Research, evaluate, and develop specialty insurance products, including policies, pricing tools, and underwriting guidelines.

  • Review accounts outside of authority level and make underwriting decisions to ensure premium and loss goals are met.

Sentry Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

72nd of 315 rated insurance

Job description

At Sentry, we are looking for an analytical and results driven individual to join our Corporate Underwriting team as a Specialty Insurance Underwriting & Products Practice Leader. In this role you will be a technical resource for specialty products, evaluate financial results, develop strategic initiatives, and implement them through the business units to ensure attainment of premium and loss goals for the assigned line of business. You’ll research and evaluate possible new specialty commercial lines opportunities to drive growth while staying informed on current and future markets and competitive forces.

What You’ll Do

As a Specialty Insurance Underwriting & Products Practice Leader you’ll plan, organize, and control insurance products from conceptual stages through product life cycles, oversee the development of products, sophisticated pricing tools, technical underwriting guidelines, handle referrals that are outside of Program Manager authority, and participate in audits of Program Managers.

Additionally, you’ll:

  • Collaborate with internal and external business partners to develop specialty insurance underwriting and product development strategies to achieve corporate business plans.

  • Oversee the development of specialty insurance policies and standards for product development to ensure projects are effectively managed and meet product requirement specifications, on time and at the appropriate quality level.

  • Discover, propose, develop, and evaluate new specialty insurance product ideas, enhancements to existing products, or strategic product extensions.

  • With the highest underwriting authority level, review accounts that are outside of the business area authority that are referred for acceptability; deliver sound underwriting decisions on an individual account basis.

What it Takes

  • Bachelors Degree or equivalent work experience

  • 8+ years of related work experience in commercial specialty products in both admitted and non-admitted space required

  • Associate in Underwriting preferred

  • Chartered Property/Casualty Underwriter preferred

  • Effective organizational skills, human relations, analytical, and communication skills

  • Ability to handle multiple and complex tasks

  • Knowledge of Sentry’s insurance products, distribution systems, markets, and products beneficial

  • Knowledge of marketing techniques, trends, and concepts

  • Excellent negotiation, project management, and problem-solving skills

  • Strong attention to detail and critical thinking 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 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!

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.

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