IT Director

Affinity Group; Town of Charlotte (NY); On-site; CAD 194,000 - 277,000; Full time

Benefits offered by this job

Medical, dental, and vision coverage

401(k) retirement plan

Paid time off and holidays

Job summary

Affinity Group in the United States is seeking an IT Director to lead day-to-day technology operations across a hybrid, multi-office workforce. You will oversee IT support, infrastructure, security, and vendor relationships while partnering with leadership to align technology with business goals.

The role manages Microsoft 365, on-premises servers, network gear, and security programs, drives AI governance, and leads technology rollouts with a focus on reliability and cost efficiency.

Qualifications

• Bachelor’s degree or equivalent hands-on IT experience.
• Experience managing IT operations, systems administration, or a help desk/support function.
• Proficiency in Microsoft 365 suite and Entra ID administration.
• Experience with Windows Server, Active Directory, and virtualization (Hyper-V).
• Security, backup, and disaster recovery planning experience.
• Vendor and license management across hardware, software, and telecoms.
• Strong communication and ability to explain technical topics to non-technical staff.

Responsibilities

• Oversee day-to-day IT operations across a hybrid, multi-office organization.
• Lead IT help desk, prioritize requests, and track recurring issues.
• Administer core business systems and platforms, coordinating upgrades and access management.
• Implement data security, backup, and disaster recovery practices; monitor for vulnerabilities.
• Manage vendor relationships, MSP, and telecom carriers; handle renewals and security assessments.
• Plan and track IT budgets; evaluate new tools and equipment purchases.
• Lead technology rollouts and office setups from planning to deployment and training.
• Oversee AI governance and ensure policy compliance across tools.

Skills

Leadership

Strategic IT planning

Cross-functional collaboration

Communication

Vendor management

Education

Bachelor’s degree in information technology or related field

Tools

Microsoft 365

Microsoft Entra ID

Exchange Online

SharePoint

Teams

Intune

Windows Server

Active Directory

Group Policy

Hyper-V

Remote Desktop Services

Azure

PowerShell

Cisco Meraki

Aruba Instant On

Job description

IT Director

Charlotte, NC or Buffalo, NY — Hybrid | Full Time | Corporate / Information Technology

About Us

Affinity Group is one of the fastest-growing food sales and marketing agencies in North America. The company represents major food brands and partners with distributors and operators across its Food Service and Retail divisions. Our stated purpose is “Your Bridge to Success.”

Position Summary

The IT Director leads Affinity Group’s day-to-day technology operations, keeping systems, networks, and business applications running reliably across a hybrid, multi-office workforce. This role oversees IT support, infrastructure, security, and vendor relationships, and partners with leadership across the Food Service and Retail divisions to plan and deliver technology that supports the business.

Scope of the Role

• People Supported: About 850 people across the organization.
• Offices: 41 offices, each fronted by its own firewall.
• Wireless & Switching Sites: 36 of those offices with local switching and wireless on site, covering 33 switches and 63 access points.
• Servers: About a dozen Windows servers on two hypervisors at two sites, plus two domain controllers and a Remote Desktop farm.
• Team: Two IT technicians as direct reports. MSP
• Regions: Six U.S. regions, plus Canada, plus two acquired companies that currently keep their own systems.

Key Responsibilities

• IT Operations: Manage day-to-day IT operations, including network, server, endpoint, and cloud infrastructure across all Affinity Group offices.
• Support & Help Desk: Lead and prioritize the IT help desk function, ensuring timely resolution of employee support requests and tracking recurring issues.
• Systems Administration: Administer core business systems and platforms (e.g., Microsoft 365, CRM, and other line-of-business applications), coordinating upgrades, integrations, and access management.
• Security & Compliance: Implement and maintain data security, backup, and disaster recovery practices; monitor for vulnerabilities and coordinate remediation.
• Vendor & Third-Party Risk: Manage relationships with IT vendors, the managed service provider, and telecom/internet carriers, including contract renewals, performance, and assessment of third-party security and business risk.
• Budget & Planning: Plan and track the IT budget, evaluate new tools and equipment purchases, and recommend cost-effective solutions.
• Projects: Lead technology rollouts (new hardware, software, or office setups) from planning through deployment and training.
• AI Governance: Own governance of AI-assisted tools and automation used within IT, ensuring their use follows Affinity Group’s AI and development policies and gets appropriate review.
• Strategy & Growth: Partner with senior leadership on the IT roadmap and budget as the business grows, including evaluating what stays in-house versus with outside partners.
• Cross-Team Collaboration: Partner with Sales, Marketing, and Operations leaders across both divisions to understand technology needs and support regional teams.
• Documentation & Training: Maintain documentation for systems, processes, and IT policies, and train employees on tools and security best practices.

Required Qualifications

• Bachelor’s degree in information technology, Computer Science, or a related field, or equivalent hands-on experience.
• Prior experience managing IT operations, systems administration, or a help desk/support function. Hands-on ability across the following areas:
• Microsoft 365 and Microsoft Entra ID administration, including Exchange Online, SharePoint, Teams, and licensing.
• Microsoft Intune and Windows endpoint management.
• Windows Server, Active Directory, Group Policy, Hyper-V, and Remote Desktop Services.
• Backup and recovery, and infrastructure monitoring.
• Business network administration across many small offices, including Cisco Meraki firewalls, Aruba Instant On switching and wireless, and domain name service.
• Endpoint and email security, multi-factor authentication, and a password vault.
• Microsoft Azure at a small-business scale, including scheduled automation and secret storage.
• IT service management in a help desk platform, including assets, change, and a knowledge base.
• PowerShell scripting, source control, and AI-assisted automation.
• Vendor and license management for hardware, software, and telecommunications.
• Strong written and verbal communication, with the ability to explain technical topics to non-technical staff.
• Proactive, detail-oriented, and comfortable managing multiple priorities across a distributed, multi-office organization.
• Nice to Have:
• Microsoft certifications relevant to this environment (e.g., Microsoft 365 Certified: Administrator Expert, Azure Administrator Associate, or Security Operations Analyst Associate).
• ITIL Foundation, for IT service management practice.
• PMP or a similar project management certification.
• A security certification such as CompTIA Security+ or (ISC)² SSCP/CISSP.

What to Expect

• Full-time schedule; hybrid work arrangement with in-office days at the assigned location.
• Availability for occasional after-hours or on-call support for critical system issues.
• Some travel to regional offices may be required.
• Prolonged computer work.

Benefits

• Medical, dental, and vision coverage.
• 401(k) retirement plan.
• Paid time off and company holidays.

Equal Opportunity Statement

Affinity Group is an Equal Opportunity Employer. We do not discriminate based upon race, religion, color, national origin, gender, sexual orientation, gender identity, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. Employment decisions are based on qualifications, merit, and business need.

The Affinity Group is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. All employment is decided on the basis of qualifications, merit, and business need.