Confidential

IT DIRECTOR Rich Properties | Full-Time | On-Site / Multi-Location | 12 Offices

PRIMARY INITIATIVE — COMPLETE WITHIN 60 DAYS Full Windows-to-Apple ecosystem migration across all 12 locations

Deploy Apple Business Manager + MDM (Jamf / Kandji / Mosyle), procure and image all new Macs, push apps and policies remotely, migrate all user data, and fully decommission Windows — with zero disruption to daily operations. All 12 offices complete within 60 days.

ABOUT THE ROLE

Rich Properties is seeking a strategic and hands-on IT Director to lead and manage the company's full technology infrastructure across all 12 locations. This role owns the entire IT environment — from device and mobile management to physical security systems, VoIP, SaaS subscriptions, and employee onboarding. You'll be equally comfortable setting long-term IT strategy and getting hands-on to configure, deploy, and troubleshoot in the field.

APPLE MIGRATION — KEY DELIVERABLES (60-Day Goal)

• Enroll company in Apple Business Manager and configure MDM platform • Procure, image, and deploy new Mac hardware to all staff across all 12 offices • Push all required business apps, settings, and security policies remotely via MDM • Migrate all user data, files, and workflows from Windows to macOS • Decommission all Windows machines in a structured, documented rollout • Train staff at each location on macOS and all deployed tools

KEY RESPONSIBILITIES

Technology Leadership Own the IT roadmap, make hardware/software decisions, maintain policies and documentation, and report to executive leadership on timelines and budgets.

Apple Device Management Administer ABM and MDM for all enrolled Mac, iPhone, and iPad devices. Push app deployments, OS updates, and security profiles across all locations.

Mobile & VoIP Management Manage company mobile devices (iPhones/iPads) including carrier plans and MDM enrollment. Administer VoIP phone systems across all 12 offices — provisioning, extensions, call routing, and support.

Security Cameras & Physical Security Deploy and manage IP camera systems (Reolink and similar), DVR/NVR systems, and DMS camera management apps across all office locations. Maintain footage retention, access controls, and system health.

Employee Onboarding & Offboarding Own the full IT onboarding experience for all new hires — device setup, account provisioning, app access, and orientation across Google Workspace, VoIP, and all company platforms. Manage clean offboarding and access revocation.

SaaS & Subscription Management Maintain a complete inventory of all software subscriptions and licenses. Manage renewals, cost optimization, user provisioning/deprovisioning, and ensure no orphaned accounts or wasted seats.

Ongoing IT Project Management Continuously plan, scope, and execute new IT initiatives across all locations — infrastructure upgrades, new office buildouts, tool rollouts, and process improvements. Maintain a prioritized IT project backlog and report progress to leadership.

Infrastructure & Operations Oversee network, cloud services, email, and SaaS tools across all 12 offices. Ensure uptime, backup, and disaster recovery at every location.

Vendor & Budget Management Manage Apple, MDM vendors, VoIP providers, camera vendors, ISPs, and tech partners. Negotiate contracts and manage IT budget with a focus on cost-efficiency.

Security & Compliance Implement endpoint security policies, monitor for threats, manage physical and digital access controls, and train staff on cybersecurity best practices.

TOOLS & PLATFORMS

Device Management: Apple Business Manager, Jamf Pro / Kandji / Mosyle Mobile & VoIP: Carrier MDM, VoIP platforms (RingCentral / 8x8 / similar), iPhone/iPad fleet management Security Cameras: Reolink, DMS Camera, DVR/NVR systems, IP camera networks Productivity: Google Workspace — Gmail, Drive, Docs, Sheets, Meet Project Management: Asana, Monday.com, Notion, Atlassian Communication: Gmail, Google Meet, Intercom Design & Content: Canva, Figma CRM & Operations: HubSpot File Storage: Google Drive, Box Networking: TCP/IP, VLANs, VPN, DNS, DHCP, Wi-Fi (Ubiquiti/Meraki preferred)

WHAT SUCCESS LOOKS LIKE

Day 1–15: Full audit of all IT environments, devices, cameras, VoIP systems, and subscriptions across all 12 locations. ABM and MDM platform selected. Migration plan approved by leadership.

Day 15–30: MDM fully operational. First wave of Mac deployments underway. Apps and policies being pushed remotely. Windows decommission schedule in motion. VoIP and camera audits complete.

Day 30–60: All 12 locations fully migrated to Apple ecosystem. Windows fully decommissioned. Staff trained. IT onboarding process documented and live. SaaS subscription inventory complete and optimized.

Ongoing: Proactively manage all new IT projects, onboard all new employees with a smooth and consistent IT experience, maintain camera and VoIP systems across all offices, manage all subscriptions and vendor relationships, and continuously improve infrastructure as the company grows.

QUALIFICATIONS

Required: • 5+ years IT experience, including 2+ years in a leadership or director-level role • Proven experience deploying Apple devices at scale with ABM and an MDM platform • Experience managing VoIP phone systems across multiple locations • Experience deploying and managing IP security camera systems (Reolink, DVR/NVR, DMS or similar) • Ability to manage multi-location IT projects from planning through execution at pace • Experience managing SaaS subscriptions, vendor relationships, and IT budgets • Strong knowledge of macOS, Apple hardware, and the full Apple ecosystem • Experience managing Google Workspace and onboarding new employees to IT systems

Preferred: • Apple Certified Support Professional (ACSP) or Jamf Certified Admin • Experience in real estate, property management, or a distributed multi-location business • Prior experience decommissioning legacy Windows environments

COMPENSATION & BENEFITS

• Competitive salary commensurate with experience • Health, dental, and vision benefits • Paid time off per company policy • Professional development and certification reimbursement • Company-provided Apple hardware

Rich Properties is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, or protected veteran status.

Pay: $50,000.00 - $55,000.00 per year

Benefits:

• Dental insurance
• Flexible schedule
• Flexible spending account
• Health insurance
• Paid time off
• Vision insurance

Application Question(s):

• Walk me through a time you deployed Apple devices at scale across multiple locations. What MDM platform did you use, how did you configure Apple Business Manager, and what was your process for pushing apps and settings to devices remotely?
• We have 12 offices currently running Windows and we need to fully migrate to Mac in 60 days. How would you approach that — what's your plan from day one, and what are the biggest risks you'd plan for?
• Beyond computers — how have you managed company iPhones and iPads, VoIP systems, and physical security cameras like Reolink or DVR/NVR setups across multiple office locations?

Work Location: In person