Reid Petroleum, LLC is seeking an experienced, hands-on Director of Information Technology to lead our IT department and support the continued growth and success of our organization.

This is an exciting opportunity for a technology leader who enjoys balancing day-to-day operations with long-term innovation. You will lead an 11-person IT team responsible for keeping more than 90 locations connected, secure, and operating efficiently while overseeing the company's technology infrastructure, cybersecurity, PCI DSS compliance, and strategic technology initiatives.

From managing multi-site networks and cloud infrastructure to supporting emerging AI technologies and proprietary logistics software, this role offers the opportunity to make a meaningful impact on how our business operates and grows.

The ideal candidate is a builder and leader who can make strategic technology decisions, develop a strong team, manage vendor relationships, and remain hands-on when challenges arise. This individual will work closely with executive leadership, operations, store leadership, and software development teams to ensure technology supports business priorities. 

What You'll Do

Technology Strategy & Infrastructure

• Develop and maintain the company's overall IT strategy, technology roadmap, and infrastructure architecture.
• Oversee on-premises systems, virtualization, cloud platforms (AWS and Azure), Microsoft 365, and database environments.
• Lead infrastructure improvements, automation, system reliability, and technology lifecycle planning.
• Evaluate emerging technologies and make cost-effective recommendations that support business needs.
• Oversee cloud spending, infrastructure investments, and technology performance.

Cybersecurity & Compliance

• Lead the company's cybersecurity program and oversee PCI DSS compliance.
• Establish and maintain security standards, including identity management, multi-factor authentication, access controls, endpoint protection, and vulnerability management.
• Oversee security monitoring, incident response, and disaster recovery planning.
• Maintain security policies, coordinate compliance requirements, and ensure appropriate employee security awareness training.
• Communicate cybersecurity risks and recommendations to executive leadership.

Multi-Site Operations & Technical Support

• Oversee IT infrastructure and support across 90+ locations, including networks, firewalls, Wi-Fi, POS systems, payment devices, fuel systems, and store technology.
• Establish consistent IT standards and processes for existing locations, new store openings, and remodels.
• Monitor helpdesk performance, response times, and service levels to ensure timely support for store and corporate teams.
• Evaluate network reliability and implement solutions that minimize operational disruptions.
• Partner with field and store leadership to understand technology needs and resolve ongoing challenges.

Technology Innovation, AI & Software Development

• Support the infrastructure and security of emerging AI initiatives, including on-premises GPU computing, local language models, and voice AI.
• Establish practical guidelines for AI usage, data security, and technology governance.
• Partner with the Software Development team to support internal applications, including the company's fuel hauling and dispatch software, OllO Voyager.
• Oversee hosting environments, integrations, system reliability, and secure software deployment.
• Evaluate opportunities to build or purchase technology based on cost, business value, and long-term supportability.

Team Leadership & Development

• Lead, coach, and develop an 11-person IT department, including four direct reports.
• Establish clear departmental priorities, performance expectations, and accountability.
• Conduct regular one-on-one meetings, team meetings, and employee development planning.
• Encourage cross-training, knowledge sharing, and professional growth.
• Recruit, onboard, and develop talent to support the department's evolving needs.
• Foster a collaborative, solutions-oriented team environment.

Vendor & Financial Management

• Oversee IT vendor relationships, contracts, service agreements, and renewals.
• Negotiate vendor pricing and contract terms while identifying opportunities for cost savings.
• Develop and manage annual IT operating and capital budgets.
• Monitor spending, evaluate investment opportunities, and communicate financial performance to leadership.
• Prepare business cases and recommendations for major technology investments.

IT Governance & Business Continuity

• Establish practical IT policies, procedures, documentation, and project prioritization processes.
• Develop reporting to track system uptime, security, compliance, project progress, and departmental spending.
• Maintain accurate technology and asset inventories.
• Oversee disaster recovery and business continuity planning, including backup systems and recovery testing.
• Ensure business-critical operations, including stores, fuel dispatch, and headquarters, have continuity plans in place.

Minimum Qualifications

• 7+ years of progressive IT experience, including experience leading technical teams.
• Hands-on experience with multi-site networks, firewalls, server virtualization, Microsoft 365, Microsoft Entra ID, and at least one major cloud platform (AWS or Azure).
• Experience managing or substantially supporting PCI DSS compliance or a comparable security framework.
• Experience leading incident response, disaster recovery planning, and testing.
• Ability to communicate complex technical information and security risks to non-technical audiences.
• Strong decision-making, problem-solving, organizational, and leadership skills.
• Valid driver's license and willingness to travel to company locations throughout New York and Pennsylvania.
• Bachelor's degree in Information Technology, Computer Science, or a related field, or equivalent professional experience.

Preferred Qualifications

• Experience in convenience retail, fuel, grocery, restaurant, logistics, or another multi-location business.
• Familiarity with POS systems, payment technology, fuel systems, and retail or fuel ERP platforms.
• Experience with cloud infrastructure, containers, Kubernetes, Infrastructure as Code, CI/CD, and Linux administration.
• Experience supporting GPU computing, self-hosted AI/LLMs, and AI governance.
• Experience with SD-WAN and multi-site network deployments.
• Familiarity with Proxmox, Scale Computing, SQL Server, PostgreSQL, Tableau, and Shopify.
• Experience with fleet management, dispatch, telematics, or transportation software.
• Industry certifications such as CISSP, CISM, PCI ISA, PCIP, AWS, Azure, CCNP, ITIL, or PMP are a plus, but not required.