Job Description

Uncompromising Security. Unmatched Protection.

Lead. Manage. Grow.

Barry Enterprises Protection & Security Services is seeking a

District Supervisor

to oversee security operations

and drive business development

across assigned territories.

If you're a results-driven leader who can balance frontline oversight with client growth and strategic sales, this role is for you.

What You'll Do

Lead Field Operations:

Supervise and support Site Supervisors and Security Officers across multiple client sites, ensuring high standards of performance and professionalism.

Drive Sales & Growth:

Identify new business opportunities, nurture leads, and strengthen relationships with prospective and existing clients to expand district revenue.

Enhance Client Relationships:

Conduct regular site visits, meet with clients, assess service satisfaction, and present proposals for additional coverage or upgraded services.

Oversee Performance:

Monitor site operations, conduct audits, ensure compliance with post orders, and maintain readiness at all times.

Resolve Incidents:

Lead emergency responses, manage conflicts, and provide professional documentation and follow-up.

Train & Develop Teams:

Mentor field staff through leadership, skill-building, and ongoing operational coaching.

Ensure Compliance:

Uphold Alberta Security Services regulations, licensing standards, and internal company policies.

Administrative Oversight:

Review daily reports, track attendance, scheduling, and client deliverables.

Represent the Brand:

Act as a front-line ambassador of Barry Enterprises' culture, integrity, and commitment to excellence.

What We're Looking For

Experience:

Minimum 3-5 years in security management, law enforcement, or operations leadership (sales or client-facing experience preferred).

Business Development Mindset:

Proven ability to network, prospect, and close new contracts or site expansions.

Leadership:

Ability to inspire, discipline, and motivate diverse teams while maintaining operational consistency.

Communication:

Strong interpersonal and presentation skills for meetings, proposals, and negotiations.

Strategic Thinking:

Balances day-to-day management with long-term growth objectives.

Licensing:

Valid Alberta Security License and Class 5 Driver's License (with reliable transportation).

Professionalism:

High level of accountability, attention to detail, and integrity under pressure.

What We Offer

Competitive salary with performance-based incentives and growth commissions Health, dental, and optional benefits (after probation) Leadership training and advancement pathways Gym membership discounts through corporate partnerships Recognition programs and professional development opportunities A culture rooted in loyalty, discipline, and innovation Opportunity to contribute directly to

company growth and expansion

About Barry Enterprises

Barry Enterprises Protection & Security Services is a rapidly growing Alberta-based security firm, delivering excellence in event protection, loss prevention, and tactical operations.

Our mission is to

Protect the Standard

! setting a new benchmark in both service delivery and business growth.
We're building a legacy of leadership, professionalism, and innovation across every region we serve.

Ready to Lead and Grow?

If you're ready to take ownership of your region's performance and play a key role in expanding Alberta's premier protection company, we want to hear from you.

Job Types: Full-time, Permanent, Freelance

Pay: $20.00-$25.00 per hour

Benefits:

Company events Dental care Extended health care Flexible schedule Life insurance On-site parking Store discount Vision care
Education:

Secondary School (preferred)
Work Location: Hybrid remote in Calgary, AB T3E 0B7