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Director of IT - Remote-First Technology Leadership

Swooped • United State
Remote
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AI Summary

Lead the IT strategy and operations for a remote-first, multi-location luxury technology integrator, aligning technology investments with business growth. Own end-to-end IT infrastructure, cybersecurity, and core business systems while scaling processes and governance. Partner with executive leadership and cross-functional teams to drive scalable, secure, and cost-effective technology solutions.

Key Highlights
Fully remote, high-impact leadership role building IT from the ground up for a distributed workforce
Own IT strategy, cybersecurity, and core systems (Microsoft 365, Azure AD, cloud platforms, VPNs)
Strategic partnership with executive leadership and cross-functional teams to translate business priorities into technology decisions
Key Responsibilities
Develop and execute IT strategy and roadmap aligning technology investments with business growth and operational priorities
Build, lead, and continuously improve IT operations including device/user lifecycle management, onboarding/offboarding, and access governance
Define and drive identity and access strategy across all systems (Active Directory/Azure AD, SSO, MFA, role-based permissions) ensuring security and compliance
Establish and manage cybersecurity posture including endpoint protection, patch management, vulnerability management, and incident response planning
Establish IT governance policies, documentation, and standard operating procedures that scale with the organization
Serve as executive-level point of contact for IT, communicating technical risk and priorities to non-technical leadership
Lead infrastructure initiatives from concept to completion, including network improvements and major tool rollouts
Manage vendor and licensing strategy, negotiating contracts and budget to ensure cost-effectiveness
Technical Skills Required
Microsoft 365 Administration Azure Active Directory / Entra ID Cybersecurity (Endpoint Protection, Patch Management, Incident Response)
Benefits & Perks
Fully remote work
Equal opportunity employer with commitment to diversity and inclusion
Nice to Have
Familiarity with construction, trades, or field-service industries
Experience with project management platforms
Exposure to AV/smart home technology ecosystems
CompTIA Security+, Microsoft certifications

Job Description


About the Opportunity

The company transforms homes into extraordinary living experiences. As a leading luxury technology integrator, it designs and delivers premium solutions - lighting, shades, A/V, networking, home automation, and more, that make life effortless, beautiful, and connected. The organization partners with homeowners, architects, builders, and designers on some of the most spectacular homes in the country and is experiencing growth.


The Role

A strategic, hands-on Director of IT is sought to build and lead the technology function that powers the organization's distributed, multi-location workforce. This is a fully remote, high-impact leadership role. The individual will set the vision and roadmap for the IT infrastructure, security posture, and internal systems, while remaining close enough to the details to execute when needed. This role will partner directly with executive leadership and cross-functionally with Operations, People & Culture, Finance, and field teams across all branch locations, translating business priorities into scalable technology decisions. This role is a strong fit for someone who has run IT as a function, not just a queue, and is excited to build that function from the ground up as the company grows.


Key Responsibilities

  • Own the IT strategy and roadmap for a remote-first, multi-location organization, aligning technology investments with business growth and operational priorities
  • Build, lead, and continuously improve IT operations end-to-end: device and user lifecycle management, onboarding/offboarding, and access governance
  • Set direction for core business systems administration - Microsoft 365 (or Google Workspace), cloud platforms, VPNs, and internal SaaS tools - and evaluate new tools as the company scales
  • Own identity and access strategy across all systems (Active Directory / Azure AD, SSO, MFA, role-based permissions), ensuring security and compliance keep pace with headcount growth
  • Define and drive the organization's cybersecurity posture: endpoint protection, patch management, vulnerability management, and incident response planning
  • Establish IT governance - policies, documentation, and standard operating procedures - that scale with the organization and hold up to audit or compliance scrutiny
  • Own vendor and licensing strategy, negotiating contracts and managing budget to ensure cost-effectiveness across a growing tool stack
  • Serve as the executive-level point of contact for IT, communicating risk, priorities, and tradeoffs to non-technical leadership in clear, business-relevant terms
  • Lead infrastructure initiatives from concept to completion, including network improvements, system migrations, and major tool rollouts
  • Build the case for and manage any future IT hires or contractors as the function grows


Required Qualifications

  • 7+ years of progressive IT experience, including time owning IT strategy or leading an IT function - preferably in a distributed or multi-location environment
  • Proven ability to operate at both strategic and hands-on levels - comfortable setting direction and stepping in to execute
  • Deep expertise in Microsoft 365 administration, Azure AD / Entra ID, and MDM solutions (Intune, Jamf, or similar)
  • Experience owning ERP or CRM platform strategy
  • Strong grasp of network architecture: DNS, DHCP, VPN, firewalls, and cloud networking
  • Track record of building or maturing a cybersecurity program: endpoint security, patch management, and security best practices
  • Excellent documentation and governance habits - building systems, not just tickets
  • Executive-level communication skills; able to translate technical risk and tradeoffs into plain language for leadership and non-technical stakeholders
  • Demonstrated ability to manage budget, vendor relationships, and contract negotiations
  • Self-directed and highly organized, with experience leading initiatives across multiple teams, functions, or time zones


Preferred Qualifications

  • Familiarity with construction, trades, or field-service industries
  • Experience with project management platforms
  • Exposure to AV/smart home technology ecosystems
  • CompTIA Security+, Microsoft certifications, or similar credentials


Additional Information

The hiring company is an equal opportunity employer committed to building a diverse and inclusive team.


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