WHAT YOU’LL DOInfrastructure and OperationsLead IT infrastructure across headquarters and all locations, including site networks, Azure, Microsoft 365, and Intune-managed endpoints.Oversee technology readiness for new site openings, including network, security, imaging, and asset standards.Support headquarters technology, Teams Rooms, telephony, and escalated end-user issues.Maintain asset inventory, hardware lifecycle, and technology procurement processes.Security and ComplianceOwn and improve the security stack, including Defender, Sentinel, email security, DLP, LAPS, and Entra ID privileged access.Lead vulnerability management and penetration test remediation across infrastructure and third-party applications.Support PCI compliance and the SOC 2 program, including controls, evidence, and ownership tracking.Support audits, cybersecurity reviews, business continuity planning, and hurricane disaster recovery readiness.Vendor and MSP ManagementManage the MSP relationship, including service levels, ticket reviews, business reviews, and invoice accuracy.Help transition more IT capability in-house by hiring, developing, and leading internal team members.Negotiate vendor contracts, review telecom and cloud spend, and drive practical cost savings.SaaS Governance and ApplicationsGovern the SaaS portfolio, including access workflows, license optimization, and application rationalization.Lead identity lifecycle improvements, including onboarding, offboarding, group-based licensing, and Conditional Access.Manage Microsoft 365 licensing strategy, including E3 migration and frontline licensing tiers.Partner with business owners on enterprise applications such as Coupa, Docebo, Paycom, Sage, Airmason, and Smartsheet.AI Program and InnovationSupport the enterprise AI program, including policy, DLP guardrails, deployment, and licensing.Identify automation opportunities that improve IT and business operations.Leadership and StrategyPartner with the CTO on the technology roadmap, IT budget, and executive reporting.Improve infrastructure, security, and IT support as the company grows.Support M&A due diligence, integration planning, and systems consolidation.Build practical IT documentation, knowledge resources, and user enablement materials.Recruit, develop, and lead internal IT staff.WHAT WE’RE LOOKING FORRequired Experience8+ years of progressive IT experience, including 3+ years in IT leadership.Strong Microsoft ecosystem experience, including Microsoft 365, Entra ID, Intune, Defender, Sentinel, Azure, and Teams.Experience supporting multi-site or retail IT operations at scale; 50+ locations preferred.Working knowledge of PCI DSS, SOC 2, external audits, and related controls.Experience managing MSPs and technology vendors, including contracts, service levels, and cost controls.Network and cloud (preferably Azure) infrastructure experience, including firewalls, SD-WAN, ISP management, and VLAN design.Clear communication skills, including the ability to present complex topics to senior leaders.Bachelor’s degree in information technology, Computer Science, or a related field, or equivalent experience.Experience using AI tools or automation platforms to improve operating efficiency.Nice to HaveExperience in private equity-backed, high-growth, or M&A-heavy environments.Experience building an internal IT function or transitioning work from an MSP.Familiarity with SaaS management, DLP tooling, and AI governance.Exposure to data platforms and finance systems such as Microsoft Fabric, Snowflake, Coupa, or similar tools.Relevant certifications such as Azure Administrator, Security+, CISM, or ITIL.Bilingual English/Spanish is a plus.