Senior Systems Administrator & Cyber Security Specialist

Modern Family Law•Washington, DC

19h•Remote

About The Position

Modern Family Law, a boutique law firm specializing in Family Law, is seeking a compassionate, innovative, and respected Senior Systems Administrator & Cyber Security Specialist to work remotely. The firm is looking for a highly experienced individual to support and secure its 100% remote law firm operating in an all-Apple macOS environment. This role is critical to maintaining the confidentiality, integrity, and availability of sensitive legal and client data while supporting a modern, cloud-first technology stack. The ideal candidate will be a hands-on technical leader with deep expertise in Microsoft Azure architecture, cybersecurity best practices, and macOS enterprise management, combined with a strong understanding of compliance and risk management in a professional services or legal environment. This role is fully remote and requires the ability to work independently, proactively, and with a high degree of ownership.

Requirements

10+ years of progressive experience in systems administration, cybersecurity, or IT infrastructure roles.
Demonstrated experience as an Azure Architect, including: Azure AD / Entra ID, Microsoft 365 security & compliance, Cloud identity, networking, and security design.
Extensive experience managing macOS environments at scale.
Proven experience supporting remote‑first organizations, ideally in a law firm, legal services, or other high‑confidentiality industry.
Hands‑on experience with: Jamf (MDM), Bitdefender or comparable endpoint security platforms, NetDocuments or similar legal DMS platforms.
CompTIA Security+ (Required)
Systems thinking with the ability to understand and optimize complex workflows.
Strong process design and optimization capabilities.
Ability to structure and interpret data to drive decision-making and performance improvements.
Ability to communicate professionally and interact effectively with all levels of personnel, including management staff and support staff.
Ability to be a proactive self-starter who understands the details within a much larger context.
Demonstrated attention to detail, reliability, and ability to quickly learn new technology.
Excellent organizational and prioritization skills, with the ability to manage multiple initiatives simultaneously.
Flexibility and ability to respond quickly and positively to shifting demands.
Ability to work under pressure and meet deadlines in a fast-paced environment.
Ability to communicate verbally and in writing using a telephone, text messaging, or email.
Ability to sit for extended periods of time at a desk while typing, using a mouse, and looking at a computer screen.
Ability to stand, sit, bend, and lift items up to 10 lbs as needed.
Candidates must be able to perform the role with or without reasonable accommodation.

Nice To Haves

Microsoft Azure certifications (strongly preferred), such as: Azure Solutions Architect Expert, Azure Security Engineer Associate
Apple certifications (preferred): Apple Device Support or Deployment certifications
Additional cybersecurity certifications (CISSP, CISM, etc.) are a plus.
Bachelor’s degree in Information Technology, Computer Science, Cybersecurity, Information Systems, or a related field is preferred but not required.
A Master’s degree is a plus but not a determining factor for this role.

Responsibilities

Design, implement, and maintain secure, scalable cloud infrastructure with an emphasis on Microsoft Azure architecture and integration with Microsoft 365.
Administer and optimize Microsoft Office 365, including Azure AD (Entra ID), identity management, conditional access, MFA, and security policies.
Manage and support a 100% macOS endpoint fleet using Jamf Pro and Apple best practices.
Oversee user provisioning, device lifecycle management, patching, and endpoint compliance.
Lead the firm’s cybersecurity strategy, ensuring protection of confidential legal and client data.
Administer and monitor Bitdefender for endpoint protection, threat detection, and incident response.
Implement and enforce security controls aligned with CompTIA Security+ domains, NIST principles, and legal industry best practices.
Conduct regular security audits, vulnerability assessments, and risk assessments.
Develop and maintain incident response plans, business continuity plans, and disaster recovery procedures.
Administer and support key SaaS platforms: NetDocuments, Zoom, Adobe, Salesforce, and ChatGPT / AI tools with a focus on secure and ethical usage within a legal environment.
Ensure secure integration and access control across all platforms.
Architect and manage Azure-based identity and access management solutions.
Enforce least‑privilege access models and Zero Trust principles.
Ensure compliance with legal industry standards related to data privacy, attorney‑client confidentiality, and regulatory requirements.
Produce documentation, policies, and procedures related to security, IT operations, and compliance.
Act as a senior technical advisor to firm leadership on technology and security strategy.
Provide escalation support and mentorship for IT operations as needed.
Communicate complex technical concepts clearly to non‑technical stakeholders.
Collaborate closely with attorneys and staff in a remote‑first environment.

Benefits

Dynamic compensation
Wide array of benefit selections
Health insurance
HSA/FSA options
Short-term and long-term disability
Dental and vision care
Life insurance
401(k)
Vacation
Sick time
Access to an employee assistance program
Additional voluntary benefits include accident insurance, life insurance, disability insurance, critical illness insurance, long-term care insurance, and pet insurance.
Commuter and transit benefits may be available in some locations.