Orchard Medical Management

Position Summary

We are seeking a highly technical IT Systems & Cybersecurity Manager to take full ownership of our internal IT environment as we transition away from a third-party managed services provider.

This role is ideal for someone who has previously worked in or owned an MSP and now wants to apply that same level of expertise and accountability to a single growing organization with multiple entities operating under one umbrella.

While Orchard Medical Management’s internal team operates heavily within a Windows and Microsoft Teams environment, the broader organization includes multiple healthcare and professional service entities that do not all operate on the same systems or standards. Success in this role requires a strong Windows/Microsoft foundation combined with the adaptability to support a mixed-technology environment across different business units.

You will act as the in-house IT authority, combining hands-on technical support, cybersecurity ownership, infrastructure management, and strategic IT planning, while partnering directly with internal leaders and staff across these entities.

What Makes This Role Unique

• You are replacing an MSP and becoming the owner of IT
• You support multiple entities operating under one organizational umbrella with varying systems and workflows
• You will support both domestic and overseas users
• You will work directly with operational leaders, not just systems
• You must be very strong in Windows and Microsoft 365/Teams while being comfortable operating in a mixed environment

Key Responsibilities

Help Desk & End-User Support (Tier 1–3)

• Primary IT support for approximately 65 users:
• Full support for 20+ domestic users
• Light support for 40+ overseas users
• Troubleshoot hardware, software, network, and access issues across varying systems
• Manage ticketing, prioritization, and resolution SLAs
• Provide strong support for Microsoft 365 applications where applicable (Outlook, Teams, OneDrive, SharePoint)
• Assist users across different entities with differing technology setups

Microsoft 365 / Windows Environment Ownership (Critical Function)

• Administer and govern the Microsoft 365 tenant used by Orchard Medical Management
• Own licensing, provisioning, security, and compliance settings
• Ensure Microsoft Teams, SharePoint, and OneDrive are structured and used effectively within OMM
• Serve as the internal subject matter expert for Windows systems and Microsoft tools

Infrastructure & Systems Management

• Manage PCs/laptops, server environment (on-prem or hybrid), and network infrastructure
• Maintain firewalls, switches, and access points
• Perform system updates, patching, and performance monitoring
• Oversee endpoint protection and server security tooling
• Coordinate vendor escalation when required

Cybersecurity & Risk Management

• Own the organization’s Cyber Hygiene Program
• Manage EDR, email security, phishing protection, and ransomware defense
• Ensure compliance with cyber insurance requirements across entities
• Lead staff cybersecurity awareness training
• Monitor and respond to security alerts and incidents
• Maintain security documentation aligned with best practices

Backup, Disaster Recovery & Business Continuity

• Manage server, cloud, and Microsoft 365 backups
• Monitor backup alerts and perform quarterly recovery testing
• Maintain and manage local backup/BDR appliances

IT Strategy & Internal Partnership

• Serve as the organization’s internal IT strategist and advisor
• Build IT roadmaps, improvement plans, and budget forecasts
• Partner directly with clinic and operational leaders across entities to understand needs
• Identify opportunities to standardize and improve systems over time
• Provide the type of proactive guidance typically delivered through MSP quarterly reviews — but internally

Hardware & Vendor Management

• Manage lifecycle of hardware and software assets
• Oversee firewall, backup, and licensing management
• Coordinate with vendors for specialized tools or escalation support

Required Qualifications

• 5+ years of experience in systems administration, network support, or MSP environments
• Very strong hands-on experience with Windows systems and Microsoft 365 / Teams
• Experience supporting mixed-technology environments across different business units
• Experience with endpoint security, EDR, and backup/disaster recovery solutions
• Ability to operate independently as the primary IT owner
• Strong communication skills and ability to partner with non-technical staff

Preferred Background

• Former MSP owner, senior MSP engineer, or IT consultant ready to “own IT” for one organization
• Experience replacing or transitioning away from an MSP model
• Experience in healthcare, professional services, or regulated environments
• Familiarity with cyber insurance requirements

Certifications (Nice to Have)

• Microsoft (M365 / Azure)
• Security+ / CISSP
• Network+ or equivalent

Benefits:

• 401(k) matching
• Dental insurance
• Employee assistance program
• Employee discount
• Flexible spending account
• Health insurance
• Health savings account
• Life insurance
• Paid time off
• Professional development assistance
• Tuition reimbursement
• Vision insurance

Work Location: In person