Director Automation, AI, Systems

FULL TIME / ONSITE / WESTCHESTER COUNTY / 160-170K

Overview

You will be responsible for leading the company’s technology platform to support business performance, scalability, and execution speed. This role serves as a strategic partner to the business, aligning systems, vendors, and technology investments with company priorities while driving measurable improvements through automation, AI, and system optimization.

Responsibilities

IT Strategy & Business Alignment

• Own, shape, and execute the company’s IT strategy, aligning priorities with business needs and long-term goals
• Partner with leadership to translate business needs into scalable technology solutions
• Identify and drive opportunities to improve efficiency, decision-making, and execution through systems, automation, and AI

Systems, Automation & Innovation

• Own the lifecycle of core business systems, including selection, implementation, integration, and optimization
• Drive system enhancements, automation, and AI initiatives that reduce manual work and improve operational performance
• Define and evolve the company’s approach to AI, partnering with leadership to identify high-impact use cases and establish a clear adoption roadmap
• Ensure systems and architecture enable scalable, effective use of automation and AI

IT Operations & Infrastructure

• Oversee all IT operations, ensuring system performance, reliability, and scalability
• Lead and manage the Systems Administrator, providing direction, prioritization, and oversight
• Ensure effective support, maintenance, and administration of systems, infrastructure, and end-user environments
• Maintain disaster recovery and business continuity capabilities and solutions

Cybersecurity & Risk

• Develop and maintain the company’s cybersecurity program and risk management approach
• Ensure compliance with SOC1 Type II controls and conduct regular audits and assessments

Vendor Management

• Manage all IT vendor relationships, including MSPs
• Set expectations, manage performance, and negotiate contracts
• Ensure vendors are aligned with business priorities and delivering value

Governance & Budgeting

• Manage IT budget with disciplined, ROI-focused decision-making
• Establish IT standards, documentation, and governance
• Track and communicate key initiatives, risks, and performance

Technical Experience

• 5-7 years of experience in IT management, with experience implementing AI or automation initiatives in a business environment
• Strong knowledge of on-premises and cloud-based IT systems, including Microsoft 365 and Azure and business systems (e.g. CRM, ERP)
• Experience evaluating, selecting, implementing, and optimizing business systems and technology solutions
• Expertise in managing Azure Active Directory, policies, and server environments
• Proficiency with network technologies such as firewalls, VPNs, and switches
• Advanced understanding of cybersecurity best practices and tools
• Familiarity with ITIL processes and service management frameworks
• Experience with project management tools and methodologies
• CompTIA Network+ or Security+
• Proven ability to manage budgets, contracts, and vendor negotiations