Job Profile: Director, IT Service Delivery

Job Profile: Director, IT Service Delivery

Job Profile: Director, IT Service Delivery

Info: This profile details the strategic leadership role of the Director, IT Service Delivery, responsible for architecting and executing the IT operations framework that enables scalable, compliant, and resilient growth within the cannabis industry.

Job Overview

The Director, IT Service Delivery is the central nervous system for technology operations within a vertically integrated cannabis enterprise. This role orchestrates the stability, scalability, and compliance of all IT infrastructure and services that underpin the entire value chain—from cultivation and processing to retail and e-commerce. The position requires a unique synthesis of classical IT Service Management (ITSM) discipline with an agile, adaptable mindset to navigate the cannabis industry's patchwork of state-specific regulations, rapid M&A activity, and immature technology landscape. The Director is accountable for ensuring that every point-of-sale transaction is captured, every plant movement is tracked, and every employee has reliable access to the tools needed to function. This leader's success is measured by operational uptime, regulatory adherence, and the seamless integration of technology across a complex portfolio of agricultural, manufacturing, and retail environments. The role directly enables the organization's ability to scale operations nationally while mitigating the significant financial and licensure risks associated with IT failures.

Strategic Insight: In cannabis, world-class IT service delivery is not a cost center; it is a core competitive advantage. The ability to deploy a stable, compliant, and scalable technology stack faster than competitors is fundamental to capturing market share in new and existing territories.

A Day in the Life

The day begins with a review of the national IT operations dashboard within Freshservice. The Director immediately identifies a P1 incident: a flagship dispensary in a high-revenue market is experiencing a critical failure with its point-of-sale (POS) system. The system's API connection to the state's METRC seed-to-sale tracking database is timing out, halting all legal sales. The Director initiates the incident response protocol, assembling a cross-functional team of network engineers, application support specialists, and the Head of Retail Operations. The immediate focus is on diagnosing the point of failure—is it the local network, the POS software provider, or the state's API gateway? While the technical team works on a resolution, the Director collaborates with the compliance team to document the outage and communicate the operational impact to executive leadership, ensuring transparency and managing expectations for revenue impact.

With the P1 incident response underway, the Director pivots to a scheduled project review. The team is in the middle of a complex hardware rollout, deploying ruggedized, water-resistant tablets to cultivation facilities across three states. These devices are critical for enabling growers to input plant health and movement data directly from within the high-humidity, variable-temperature grow rooms. The Director assesses the project's progress, focusing on a challenge in one state where the existing Wi-Fi infrastructure is proving insufficient. The discussion centers on evaluating the cost-benefit of installing a mesh network versus deploying cellular-enabled tablets to ensure uninterrupted data flow, which is crucial for maintaining compliance and optimizing crop management.

Alert: A single hour of POS downtime during a peak sales period can result in tens of thousands of dollars in lost revenue and create significant compliance risks if manual sales tracking is not executed flawlessly.

The afternoon is dedicated to strategic planning and process improvement. The Director leads a change management advisory board meeting. The primary agenda item is the upcoming standardization of the company's network infrastructure following a recent acquisition. This requires a delicate balance of technical best practices and organizational diplomacy. The Director presents a phased plan to migrate the acquired company's disparate systems to the corporate standard, outlining the benefits of improved security, simplified support, and lower total cost of ownership. The plan addresses the concerns of the acquired team, ensuring their operational needs are met during the transition and fostering a collaborative spirit. This is a critical step in building a unified, scalable IT operation.

The operational cycle concludes with an analysis of ITSM performance metrics from the past week. The Director identifies a recurring pattern of tickets related to label printer malfunctions in packaging departments. These are not critical failures, but they cause persistent small-scale disruptions that slow down production. Recognizing this as a systemic issue, the Director initiates a formal problem investigation. A root cause analysis will be conducted to determine if the issue is with the hardware, the printer drivers, the label software, or the network connectivity in those specific environments. By moving from reactive incident fixing to proactive problem management, the Director aims to eliminate this entire class of issues, improving operational efficiency and reducing support overhead.


Core Responsibilities & Operational Impact

The Director, IT Service Delivery has ultimate ownership of three interconnected operational domains:

1. Strategic ITSM Framework & Governance

  • ITSM Process Ownership: Designing, implementing, and continuously improving core ITSM processes, including Incident Management, Problem Management, Change Management, and Service Request Fulfillment, tailored to the specific needs of the cannabis industry.
  • Service Level Management: Defining, negotiating, and reporting on Service Level Agreements (SLAs) for all critical technology services, ensuring alignment with business requirements for uptime of systems like seed-to-sale tracking, ERP, and retail POS.
  • Vendor and Partner Management: Overseeing relationships with key technology vendors, including Managed Service Providers (MSPs), internet service providers, and hardware suppliers, to ensure they meet contractual obligations and deliver value.

2. Resilient Infrastructure & Operations Management

  • Leadership of Technical Teams: Managing and mentoring the service desk, field support, network operations, and system administration teams to foster a culture of high performance, collaboration, and customer service.
  • Infrastructure Reliability: Ensuring the stability and performance of the entire technology stack, from data center and cloud resources to the local area networks and endpoint devices at every cultivation, manufacturing, and retail site.
  • IT Asset Lifecycle Management: Developing and executing a strategy for the procurement, deployment, maintenance, and eventual retirement of all IT hardware and software assets, optimizing costs and ensuring technology remains current.

3. Cross-Functional Partnership & Change Leadership

  • Business Relationship Management: Acting as the primary liaison between the IT operations team and leaders in other departments, translating business needs into technical requirements and communicating IT capabilities back to the business.
  • Technology Adoption and Training: Championing the rollout of new technologies and systems, leading the change management efforts to ensure smooth transitions and high user adoption across a diverse and geographically dispersed workforce.
  • Compliance Collaboration: Working in close partnership with the Chief Compliance Officer to ensure all IT systems, processes, and data handling procedures are fully compliant with the intricate web of state and local cannabis regulations.
Warning: Failure to maintain accurate, real-time data synchronization between internal systems and state compliance databases like METRC can result in significant fines, product recalls, or even license suspension.

Strategic Impact Analysis

The Director of IT Service Delivery directly influences core business metrics through the following mechanisms:

Impact Area Strategic Influence
Cash Prevents direct revenue loss by ensuring maximum uptime for retail POS systems. Reduces capital expenditure through effective IT asset lifecycle management and strategic vendor negotiations.
Profits Increases operational efficiency and throughput in cultivation and manufacturing by providing reliable technology and resolving issues that cause production delays.
Assets Protects the integrity and availability of the company's most critical digital asset: its compliance and operational data. Ensures physical IT assets are properly secured, maintained, and utilized.
Growth Develops a standardized, repeatable IT playbook for new site openings and M&A integrations, drastically reducing the time-to-market and enabling rapid, predictable national expansion.
People Improves employee productivity and satisfaction by providing reliable, easy-to-use technology and responsive support. A stable IT environment reduces frustration and turnover.
Products Ensures the complete and accurate digital chain of custody for every product through the seed-to-sale tracking system, which is fundamental to the product's legal and commercial viability.
Legal Exposure Directly mitigates the risk of regulatory action, fines, and licensure threats by maintaining auditable, compliant, and resilient IT systems and processes.
Compliance Functions as the technical backbone of the company's compliance program, guaranteeing that IT infrastructure can support and enforce all state-mandated reporting and security requirements.
Regulatory Monitors and adapts the technology environment to changes in regulations, such as new data retention policies, cybersecurity mandates, or updates to state tracking systems.
Info: An effective IT service delivery strategy directly accelerates a cannabis company's ability to integrate acquisitions, a key driver of growth in the industry.

Chain of Command & Key Stakeholders

Reports To: This senior leadership position typically reports to the Chief Technology Officer (CTO), Chief Information Officer (CIO), or Vice President of Information Technology.

Similar Roles: In the broader market, this role aligns with titles such as Director of IT Operations, Head of Technical Services, or Senior Manager of Infrastructure & Operations. However, the cannabis-specific context adds a critical layer of regulatory compliance management not typically found in these roles. It combines the operational rigor of a traditional manufacturing IT leader with the agility of a multi-site retail technology director, all under a strict, state-mandated compliance framework.

Works Closely With: This role requires deep, continuous collaboration with the Chief Compliance Officer, Head of Retail Operations, Director of Cultivation, and the VP of Supply Chain. These partnerships are essential for aligning IT services with the core operational and regulatory demands of the business.

Note: The success of this Director hinges on their ability to build strong, trust-based relationships with operational leaders who depend entirely on IT systems for daily functions and compliance.

Technology, Tools & Systems

Mastery of a diverse technology stack is essential for success:

  • ITSM Platforms: Deep expertise in configuring and managing platforms like Freshservice, ServiceNow, or Jira Service Management to automate workflows, track performance, and manage the service catalog.
  • Seed-to-Sale (S2S) Systems: Intimate knowledge of the integration points and operational dependencies of government-mandated systems like METRC and enterprise-level S2S platforms like BioTrack, LeafLogix, or Flourish.
  • Network Infrastructure: Experience managing enterprise-grade networking hardware (Cisco, Meraki, Ubiquiti) and implementing robust network security and monitoring solutions across diverse physical environments, from clean retail stores to humid, dusty cultivation facilities.
  • Endpoint & Mobile Device Management: Proficiency with tools like Microsoft Intune, Jamf, or SOTI for deploying, securing, and managing a wide range of devices, including corporate laptops, retail POS terminals, and ruggedized tablets on the production floor.
  • Cloud and On-Premise Infrastructure: Strong understanding of hybrid environments, managing workloads across platforms like AWS or Azure as well as on-premise servers that may be required for specific operational technology or security systems.
Strategic Insight: The ability to seamlessly integrate acquired companies' disparate technology stacks into a unified corporate standard is a key value driver for this role, directly enabling M&A strategy.

The Ideal Candidate Profile

Transferable Skills

Top candidates for this role often bring experience from industries with analogous operational complexity and regulatory pressure:

  • Multi-Site Retail & QSR: Proven experience managing IT operations for hundreds of distributed sites, with a deep understanding of POS systems, network reliability, and new store opening processes.
  • Pharmaceutical or Food & Beverage Manufacturing: Background in supporting technology in a GMP-regulated environment, with familiarity in system validation, operational technology (OT), and supply chain traceability systems.
  • Telecommunications or Managed Services (MSP): Expertise in managing large-scale infrastructure, leading network operations centers (NOCs), and excelling at client management and SLA performance.
  • Logistics & Distribution: Deep understanding of the technologies that power complex supply chains, including warehouse management systems (WMS), inventory tracking, and logistics coordination.

Critical Competencies

The role demands a unique combination of technical acumen and leadership skills:

  • Process-Driven Leadership: The ability to bring structure and discipline to a chaotic, high-growth environment by implementing and enforcing ITSM best practices and standards.
  • Crisis Management: The capacity to lead calmly and decisively during high-stakes technology incidents, communicating effectively with both technical teams and executive leadership to drive resolution.
  • Business Acumen: The aptitude to understand the business drivers behind technology requests and to articulate the value and risk of IT initiatives in financial and operational terms.
  • Regulatory Dexterity: The skill to quickly learn, interpret, and translate complex and evolving state cannabis regulations into specific, actionable IT controls and system requirements.
Note: While cannabis industry experience is a plus, a proven track record of leading IT operations at scale in another fast-paced, regulated, or multi-site industry is highly transferable and valued.

Top 3 Influential Entities for the Role

The standards, regulations, and frameworks from these bodies directly shape the daily reality and strategic priorities of this role:

  • State Cannabis Regulatory Agencies: Entities like California's Department of Cannabis Control (DCC) or Florida's Office of Medical Marijuana Use (OMMU). These agencies dictate the specific technical requirements for seed-to-sale tracking, facility security (video surveillance retention), and data reporting, making them the ultimate arbiters of IT compliance.
  • METRC (Marijuana Enforcement Tracking Reporting Compliance): As the dominant government-mandated S2S tracking system in the U.S., METRC's technical specifications, API performance, and reporting requirements are a non-negotiable part of daily IT operations for any MSO. An outage or integration failure with METRC can halt business operations entirely.
  • ITIL (Information Technology Infrastructure Library): While not an agency, the ITIL framework provides the globally accepted best practices for IT Service Management. Applying ITIL principles for incident, problem, and change management is the primary method for bringing stability, predictability, and scalability to IT operations within the otherwise chaotic cannabis industry.
Info: A candidate who can speak fluently about applying ITIL change management processes to a METRC API integration project demonstrates a perfect understanding of the intersection of IT best practices and cannabis industry realities.

Acronyms & Terminology

Acronym/Term Definition
API Application Programming Interface. A set of rules allowing different software applications to communicate with each other, critical for connecting POS systems to state databases.
CMDB Configuration Management Database. A central repository that stores information about all significant IT components within an organization.
ERP Enterprise Resource Planning. Software used to manage day-to-day business activities such as accounting, procurement, project management, and supply chain operations.
IAM Identity and Access Management. The security discipline that ensures the right individuals have access to the right resources at the right times for the right reasons.
ITIL Information Technology Infrastructure Library. A framework of best practices for delivering IT services.
ITSM IT Service Management. The strategic approach to designing, delivering, managing, and improving the way IT is used within an organization.
METRC Marijuana Enforcement Tracking Reporting Compliance. A widely used state-mandated software solution for seed-to-sale tracking.
MSO Multi-State Operator. A cannabis company that has operations in more than one U.S. state.
MSP Managed Service Provider. A third-party company that remotely manages a customer's IT infrastructure and/or end-user systems.
POS Point of Sale. The system where a retail transaction is completed. In cannabis, it must be integrated with state compliance systems.
S2S Seed-to-Sale. The process and systems used to track the entire lifecycle of a cannabis product from planting to its final sale.
SLA Service Level Agreement. A commitment between a service provider and a client, defining the level of service expected from the provider.
SOP Standard Operating Procedure. A set of step-by-step instructions compiled by an organization to help workers carry out complex routine operations.

Disclaimer

This article and the content within this knowledge base are provided for informational and educational purposes only. They do not constitute business, financial, legal, or other professional advice. Regulations and business circumstances vary widely. You should consult with a qualified professional (e.g., attorney, accountant, specialized consultant) who is familiar with your specific situation and jurisdiction before making business decisions or taking action based on this content. The site, platform, and authors accept no liability for any actions taken or not taken based on the information provided herein. Videos, links, downloads or other materials shown or referenced are not endorsements of any product, process, procedure or entity. Perform your own research and due diligence at all times in regards to federal, state and local laws, safety and health services.

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