Position Summary

Reporting Structure

• Reports to: Chief Financial Officer
• Direct reports: Two IT staff members
• Third parties managed: Managed service provider(s), telecom/connectivity carriers, software vendors, and security and project consultants

Technology Environment

How the Role Is Expected to Be Spent

• ~40% Operations: hands-on administration, troubleshooting, escalations, and oversight of day-to-day IT and vendor performance
• ~30% Projects and integrations: acquisition onboarding, system integrations, and improvement initiatives
• ~20% Security and governance: security program, risk, policy, and compliance
• ~10% Strategy and management: roadmap, budget, team development, and leadership partnership

Key Responsibilities

• Own the technology side of every acquisition, from due diligence through cutover: assessing the target’s infrastructure, security posture, and systems, and identifying risks and costs early.
• Build and continuously refine a repeatable integration playbook covering network and connectivity, identity and email, endpoints, phones, security baseline, and migration into NetSuite, Soft-Pak, Fleetio, HubSpot, and ADP.
• Coordinate with Finance, Operations, and HR to meet integration timelines with minimal disruption to routes, dispatch, billing, and payroll.

• Oversee networks, servers, cloud services, endpoints, and communications across all locations, including yards, shops, and offices.
• Ensure availability and performance of operationally critical systems, especially those supporting dispatch, routing, and billing.
• Maintain and regularly test backup, disaster recovery, and business continuity plans.
• Establish support standards (ticketing, response targets, documentation) and improve the end-user support experience.
• Define a coverage plan for after-hours critical issues, shared across the team and key vendors.

• Establish, document, and maintain the security program for both companies, including policies, access controls, multi-factor authentication, endpoint protection, logging, and monitoring.
• Conduct risk assessments, vulnerability management, and security awareness training.
• Lead incident response planning and execution, including tabletop exercises.
• Meet applicable requirements, including cyber insurance conditions, customer contract security terms, payment card (PCI) obligations, privacy and breach notification laws, and any transportation or fleet data requirements.
• Work with a managed security provider or virtual CISO where independent oversight or additional capacity is needed.

• Serve as the executive owner of NetSuite, Soft-Pak, Fleetio, HubSpot, and ADP, working with business process owners and vendors to optimize configuration, security, and user adoption.
• Lead and maintain integrations between systems, and improve data quality and reporting for operations, finance, and sales.
• Identify automation opportunities that reduce manual effort and improve visibility.

• Manage vendor relationships, SLAs, and contracts; review and consolidate vendors where it improves service or cost.
• Plan, prioritize, and deliver technology projects on time and within budget, with clear communication to stakeholders.

• Lead, coach, and develop two IT team members; set clear expectations, priorities, and cross-training so critical knowledge is not held by one person.
• Promote a service-oriented culture and accountability for outcomes.

• Develop and manage the annual IT operating and capital budgets, with cost allocation across both companies.
• Evaluate ROI and identify cost-saving opportunities, including license and contract optimization.

• Develop and execute an IT strategy and roadmap aligned to company growth and acquisition goals.
• Partner with the CFO and operating leadership to prioritize investments, and report regularly on risk, performance, and project status.

First-Year Priorities

• Complete a baseline assessment of infrastructure, security, and vendor performance across both companies, with a prioritized remediation plan.
• Document and deliver the first version of the acquisition integration playbook, and apply it to the next acquisition.
• Standardize identity, endpoint, and security controls across both companies.
• Validate backup and disaster recovery for critical systems through an actual restore test.
• Review and rationalize key vendor contracts and define service levels.
• Document system integrations and ownership for NetSuite, Soft-Pak, Fleetio, HubSpot, and ADP.

Qualifications

• Bachelor’s degree in Information Technology, Computer Science, or a related field, or equivalent practical experience.
• 7 years of progressive IT experience, including 3 years leading IT teams.
• Hands-on experience across infrastructure, networking, cloud, and endpoint management, and with building or maintaining a cybersecurity program.
• Experience owning enterprise business applications (ERP, CRM, or similar) and working with business stakeholders on process and reporting.
• Experience managing vendors, contracts, and budgets.
• Ability to travel regularly within the Southeast.

• Experience integrating acquired businesses (IT due diligence, migrations, cutovers).
• Experience in waste management, transportation, logistics, or fleet operations.
• Experience with NetSuite, Soft-Pak, Fleetio, HubSpot, or ADP.
• Microsoft 365, Azure, SharePoint, and Power BI experience.
• Relevant certifications such as CISSP, CISM, ITIL, PMP, or Azure certifications.

Success Metrics

• Availability and reliability of critical systems (dispatch, routing, billing, ERP), measured against agreed targets.
• Cybersecurity posture: completed baseline, closure of high-risk findings, training completion, and tested incident response.
• Acquisition integration: time-to-cutover and operational disruption for each acquired company.
• Project delivery on schedule and budget.
• Budget accuracy and documented cost savings.
• End-user satisfaction and support response times.

Compensation and Benefits