Security Supervisor - Maui, Full Benefits + Medical (96784)

The CW Security Group, LLC; Kahului (HI); On-site; USD 65,000 - 95,000; Full time

Benefits offered by this job

Medical Insurance

Life Insurance & AD&D

Vision Coverage

Dental Coverage

EAP

Disability Income Protection

Voluntary Life Insurance

Holiday pay

Tuition reimbursement

Career development opportunities

Employee recognition programs

Job summary

Signal Security of Hawaii in Maui seeks a Maui Security Team Lead / Supervisor to provide day‑to‑day operational leadership for our security personnel across Maui. This hands‑on role requires visibility, responsiveness, and the ability to coordinate with clients, staff, and leadership to meet post orders and service expectations.

You will coach officers, conduct site inspections, review reports, manage scheduling, and ensure equipment and uniforms meet standards.

Qualifications

• Experience leading and supervising security officers in a 24/7 environment.
• Strong communication, coaching, and incident response skills.
• Ability to maintain professionalism and uphold client standards with aloha.

Responsibilities

• Provide daily leadership and direction to Security Officers and Patrol Officers.
• Ensure officers follow post orders, policies, and procedures.
• Review Daily Activity Reports, incident reports, and patrol reports.
• Coach employees to improve performance and recognize leadership.
• Support scheduling, site inspections, and client communication.
• Maintain equipment and ensure site professionalism.

Job description

MAUI SECURITY TEAM LEAD / SUPERVISOR

Signal Security of Hawaii

Position Type: Full-Time / Leadership

Department: Operations

Location: Maui, Hawaii

Reports To: Operations Leadership/ Owner & CEO

Lead With Accountability. Serve With Aloha.

Signal Security of Hawaii is seeking an experienced and dependable Maui Security Team Lead / Supervisor to help lead, support, and elevate our growing Maui security team. This is a hands‑on leadership position for someone who understands that great supervision means more than holding a title. We are looking for a leader who is visible, responsive, organized, dependable, and willing to work alongside the team when needed. This individual will help ensure our officers consistently meet company expectations, client standards, post orders, reporting requirements, uniform standards, and our commitment to professional service. The right candidate must be able to lead with confidence while treating employees, clients, residents, guests, and community members with respect and Aloha. At Signal Security of Hawaii, we believe in: Aloha in Service. Excellence in Security.

WHY JOIN SIGNAL SECURITY OF HAWAII?

Signal Security of Hawaii is a locally operated security company providing professional security services throughout Hawaii. As our Maui operations continue to grow, we are looking for leaders who want to help build strong teams, create consistency, support our clients, and contribute to the continued development of our company.

Benefits and Opportunities

• Medical Insurance:
• PPO coverage provided for all benefit eligible employees, with $100 annual deductible, $15 office visit copays & $25 urgent care visit copays. Optional coverage extended to spouses & eligible dependents through payroll deduction.
• Employer-paid Life Insurance & AD&D: $20,000 benefit included in employee benefit package.
• Vision Coverage:
• Included in employee benefit package. Optional coverage extended to spouses & eligible dependents through payroll deduction.
• Dental Coverage:
• PPO dental plan option available through Humana for employee, spouse & eligible dependents through ACH payment.
• Chiropractic, Naturopathic, Acupuncture and Massage Coverage:
• Included in employee benefit package. Optional coverage extended to spouses & eligible dependents through payroll deduction.
• EAP/Employee-Assistance Program:
• Included in employee benefit package.
• Disability/Income Protection Coverage (guaranteed-issue = everyone qualifies):
• Optional coverage available through payroll deduction (employee-only).
• Voluntary Life Insurance (guaranteed-issue = everyone qualifies):
• Optional coverage available for employee, spouse & eligible dependents through payroll deduction.
• Cash-Benefit Programs (to help pay everyday bills - guaranteed-issue = everyone qualifies):
• Optional coverages for injuries & illnesses available for employee, spouse & eligible dependents through payroll deduction.
• Active&Fit Program:
• Included in employee benefit package.
• Virtual Health Memberships (for humans and pets, with Rx benefits):
• Optional coverage available for employee, spouse & eligible dependents through payroll deduction.
• Holiday pay for qualifying state and federal holidays based on eligibility
• Tuition reimbursement and continuing-education opportunities
• Expert-led Training & Career Development
• Career Advancement Opportunities
• Professional Development Assistance
• Additional Benefit Contributions for Leadership Positions
• Employee recognition programs
• Employee referral program
• Exclusive benefits for long-term employees
• Opportunity to work directly with executive leadership
• Opportunity to help shape the employee experience and culture of a growing Hawaii company

POSITION SUMMARY

The Maui Security Team Lead / Supervisor will provide day-to-day operational leadership and support for Signal Security of Hawaii personnel assigned throughout Maui. This position serves as an important connection between frontline officers, company leadership, and our clients. The Team Lead / Supervisor will assist with employee oversight, site inspections, coaching, training, scheduling support, incident response, report review, client communication, equipment accountability, and overall quality assurance. This leader must be prepared to respond when problems occur and should not rely solely on phone calls or messages to manage the team. The successful candidate will be expected to maintain a strong presence in the field and help ensure our employees have the direction, tools, information, and accountability necessary to perform successfully.

KEY RESPONSIBILITIES

• Team Leadership & Employee Oversight
• Lead by example in professionalism, appearance, communication, attendance, and performance.
• Provide daily support and direction to Security Officers and Patrol Officers.
• Help employees understand site expectations, post orders, policies, and procedures.
• Conduct employee check‑ins and site visits.
• Coach employees when performance improvements are needed.
• Recognize employees who demonstrate strong performance and leadership.
• Reinforce company expectations regarding attendance, punctuality, communication, reporting, and professional conduct.
• Address minor employee concerns before they become larger operational problems.
• Escalate significant employee‑relations concerns to appropriate leadership or Human Resources.
• Assist with corrective‑action documentation when necessary.
• Support new employees during their onboarding and introductory period.
• Help identify employees with leadership potential.
• Encourage teamwork, professionalism, accountability, and mutual respect.
• Site Inspections & Quality Assurance
• Conduct scheduled and unscheduled site inspections.
• Verify employees are present, properly uniformed, alert, and performing assigned duties.
• Ensure officers understand and follow current post orders.
• Review Daily Activity Reports, incident reports, patrol reports, and other required documentation.
• Identify incomplete, inaccurate, or poorly written reports and provide coaching when necessary.
• Ensure equipment, site phones, vehicles, keys, access devices, and other company property are properly maintained.
• Confirm client sites remain organized and professional.
• Identify potential safety, security, staffing, or operational concerns.
• Report significant concerns to leadership promptly.
• Follow through on corrective actions until issues are resolved.
• Scheduling & Coverage Support
• Assist with maintaining appropriate staffing levels.
• Monitor known coverage gaps.
• Help coordinate shift coverage when employees call out.
• Communicate staffing concerns to leadership.
• Contact available employees when additional coverage is needed.
• Assist with schedule adjustments as directed.
• Help prevent unauthorized overtime whenever possible.
• Support emergency and short‑notice staffing situations.
• Step into operational coverage when reasonably necessary and qualified to do so.
• Ensure shift changes and coverage arrangements are properly communicated.
• The Team Lead / Supervisor must understand that leadership in a 24/7 security environment occasionally requires flexibility outside traditional business hours.
• Client Service & Communication
• Maintain professional relationships with assigned clients.
• Conduct routine client check‑ins when requested.
• Listen carefully to client concerns and ensure appropriate follow‑up.
• Communicate operational issues accurately and professionally.
• Avoid making commitments outside the scope of authority.
• Escalate significant client concerns promptly.
• Assist with implementing updated client instructions.
• Help ensure employees understand client expectations.
• Maintain appropriate professional boundaries between employees and clients.
• Represent Signal Security of Hawaii professionally at all times.
• Incident & Emergency Response
• Respond to sites when leadership assistance is required.
• Assist officers during challenging incidents.
• Ensure proper notifications are made.
• Support emergency responders when appropriate.
• Preserve professionalism during high‑stress situations.
• Ensure incident reports are completed thoroughly and promptly.
• Review significant incidents for operational or training lessons.
• Escalate critical incidents immediately according to company protocols.
• Participate in post‑incident reviews when requested.
• Training & Employee Development
• Assist with training new and existing employees.
• Reinforce site‑specific post orders.
• Coach employees on professional report writing.
• Reinforce situational awareness and officer safety.
• Support customer‑service and de‑escalation expectations.
• Help employees properly use company technology and reporting systems.
• Reinforce chain‑of‑command expectations.
• Identify training gaps and communicate them to leadership.
• Participate in leadership meetings and company training sessions.
• Help create consistency