Regional Armed Security Supervisor

Middleton Place; Natick (MA); On-site; USD 39,000 - 47,000; Full time

Job summary

Middleton Place is seeking a Regional Armed Security Supervisor to lead armed security operations across multiple MA regions. You will supervise on-site officers, respond to alarms, conduct site visits, and ensure compliance with company standards and client requirements.

This is a 24/7, full-time role with flexible shifts including mornings, evenings, weekends and holidays. Strong leadership, decision-making under pressure and commitment to safety are essential; active LTC and firearms

Qualifications

• Active LTC (License to Carry) in Massachusetts, in good standing.
• Pass firearms training and maintain qualification.
• 1–3 years of security experience; armed post or supervisory preferred.
• Valid driver's license with clean driving history.
• Ability to work 40–50 hours weekly with flexible shifts, including weekends/holidays.
• Regional knowledge of Massachusetts routes between Boston, North Shore and MetroWest.
• Pass comprehensive criminal background check and drug screening.

Responsibilities

• Armed Site Supervision: Serve as an armed supervisor conducting unannounced visits to client sites, ensuring officers are compliant with uniform standards, alertness, and post orders.
• Alarm & Incident Response: Respond directly to security alarms, disturbances, or emergency calls across our service regions, taking appropriate action and coordinating with local law enforcement as needed.
• Staff Oversight: Supervise, coach, and hold accountable both armed and unarmed officers assigned to client sites.
• Scheduling: Manage and administer scheduling activities for supervised sites and personnel.
• Incident Reporting: Document all site visits, inspections, and security incidents using digital logging software.
• Emergency Shift Coverage: Be ready to step in and personally cover an open post, including armed posts, if a guard calls off unexpectedly at any regional site.
• Compliance: Ensure all armed personnel maintain current licensing, certifications, and adherence to company and state firearm policies.

Skills

LTC Holder

Firearm Qualification

Security Experience

Clean Driving Record

Flexible Schedule

Regional Knowledge MA

Background Check

On-site Supervision

Job description

Job Title: Regional Armed Security Supervisor

Location: Regional (North Shore, Greater Boston, Natick/Framingham, and Worcester)

Job Type: Full-Time (40–50 hours/week)

Schedule: Morning, Afternoon, and Evening - Flexible (weekends, holidays & on-call as needed)

Compensation: $30.00 / hour

Job Description: We are looking for a vigilant, highly responsible, and experienced supervisor to lead our armed security operations across multiple regions in Massachusetts. In this role, you will be an armed presence on the ground, conducting site visits, responding to alarms and incidents, and directly overseeing on-site security personnel. As the Armed Supervisor, you will be responsible for ensuring our officers provide exceptional service, maintain compliance with company standards, and respond effectively and decisively to client needs.

This is not a traditional Monday through Friday, 9-to-5 type of role. Our operations are 24/7, and the successful candidate must be flexible, reliable, and available to work varying shifts, including mornings, afternoons, evenings, weekends, holidays, and emergency call-outs.

Key Responsibilities

• Armed Site Supervision: Serve as an armed supervisor conducting unannounced visits to client sites, ensuring officers are compliant with uniform standards, alertness, and post orders.
• Alarm & Incident Response: Respond directly to security alarms, disturbances, or emergency calls across our service regions, taking appropriate action and coordinating with local law enforcement as needed.
• Staff Oversight: Supervise, coach, and hold accountable both armed and unarmed officers assigned to client sites.
• Scheduling: Manage and administer scheduling activities for supervised sites and personnel.
• Incident Reporting: Document all site visits, inspections, and security incidents using digital logging software.
• Emergency Shift Coverage: Be ready to step in and personally cover an open post, including armed posts, if a guard calls off unexpectedly at any regional site.
• Compliance: Ensure all armed personnel maintain current licensing, certifications, and adherence to company and state firearm policies.

Requirements

• Active LTC (License to Carry) in Massachusetts, in good standing.
• Firearm Qualification: Must pass and maintain required firearms training and qualification.
• Experience: Minimum of 1-3 years in security, with prior armed post or supervisory experience highly preferred.
• Clean Driving Record: Valid driver's license with a clean driving history required for regional travel between sites.
• Open Availability: Flexibility to work a fluid schedule averaging 40–50 hours per week across mornings, afternoons, and evenings, with weekend, holiday, and on-call availability.
• Regional Knowledge: Comfortable navigating Massachusetts, from Boston city traffic to the highways connecting the North Shore and MetroWest.
• Background Check: Must pass a comprehensive criminal background check and drug screening.

What We're Looking For

• Leads by example and holds others accountable.
• Can make sound decisions under pressure without constant supervision.
• Communicates professionally with clients, officers, and management.
• Understands that exceptional customer service is just as important as security.
• Is willing to step in wherever needed, including onto an armed post, to ensure our clients receive uninterrupted service.
• Takes pride in maintaining high standards, professionalism, and integrity.