Cybersecurity Expert (Hybrid Network & M365)

Location: Bolingbrook, IL (Hybrid / Remote Options Available)

Salary Range: $80,000 – $140,000 / year (Commensurate with experience)

Position Overview

ITRegulators, Inc. is seeking a highly skilled and comprehensive Cybersecurity Expert to protect, harden, and optimize our clients’ entire operational footprints. In this role, you will oversee end-to-end security architecture, managing everything from physical on-premises local networks, firewalls, and hardware to cloud infrastructure and enterprise Microsoft 365 tenants. The ideal candidate thrives on securing hybrid environments and delivering robust, production-ready defense strategies.

Key Responsibilities

  • Hybrid Security Management: Secure, configure, and monitor both on-premises network infrastructures (firewalls, switches, routers, endpoints) and Microsoft 365/Azure cloud environments.
  • Tenant Hardening & Cloud Governance: Design and maintain Microsoft Entra ID (Azure AD), Conditional Access policies, Multi-Factor Authentication (MFA), Microsoft Defender suite, and comprehensive Data Loss Prevention (DLP) frameworks.
  • Network Defense & Architecture: Implement rigorous Zero Trust network architectures, manage enterprise VPNs, execute proactive vulnerability scanning, and oversee patch management for on-prem systems.
  • Infrastructure Migrations: Lead complex technical migrations from legacy systems or hosted third-party environments (e.g., GoDaddy) into fully independent, hardened hybrid or full-cloud infrastructures.
  • Incident Response & Auditing: Serve as the primary escalation point for all security anomalies and alerts, conduct root-cause analysis, and execute routine comprehensive security audits across all managed environments.

Qualifications

  • Technical Expertise: Extensive hands-on experience spanning network engineering, systems administration, and enterprise Microsoft 365/Azure security ecosystem management.
  • Network Hardening: Deep, practical knowledge of physical network security hardware, configurations, and protocols (including Cisco, SonicWall, Fortinet, etc.) alongside modern cloud security methodologies.
  • Framework Knowledge: Proven track record designing and implementing robust Zero Trust architectural frameworks across complex hybrid setups.
  • Problem Solving: Advanced diagnostic capabilities for troubleshooting complex hardware network blocks, advanced routing issues, and intricate cloud configuration conflicts.
  • Certifications: Industry-recognized credentials such as CISSP, CompTIA Security+, MS-500 (Microsoft 365 Security Administrator), or CCNA are highly desirable.

Benefits & Perks

  • Comprehensive Healthcare: Premium medical, dental, and vision insurance packages designed to protect you and your family.
  • Retirement Security: Structured 401(k) retirement savings plan enhanced by a competitive company matching setup.
  • Work-Life Balance: Generous Paid Time Off (PTO) policy combined with regular observed paid corporate holidays.
  • Professional Development: Company-sponsored technical training tracks, immediate exam voucher reimbursement, and clear paths for professional certification growth.
  • Modern Work Environment: Flexible hybrid/remote schedule choices paired with a highly supportive, collaborative, and technology-driven team culture.

How to apply

  • If you are driven, enthusiastic, and ready to make a significant impact in the IT industry, we want to hear from you! Please submit your resume and a brief cover letter explaining your relevant sales experience and why you are the ideal fit for ITRegulators, Inc.
  • Join us at ITRegulators, Inc. as we embark on an exciting journey to elevate our company and deliver exceptional IT solutions to our clients in 2026 and beyond!

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