Job Summary:

FlexTrades is seeking an experienced IT Cloud Systems Administrator to manage and secure our hybrid cloud and on-prem infrastructure for high availability, performance, security, and compliance. You will design and maintain robust Identity and Access Management (IAM) across Microsoft 365 and Entra ID - including RBAC, conditional access, MFA, SSO, privileged access, and entitlement reviews - while leveraging PowerShell, Batch, and AI-assisted scripting to automate user provisioning, license management, reporting, deployments, and routine tasks. Additionally, you will be administering Intune/Autopilot for device management and compliance, supporting Exchange Online, SharePoint, OneDrive, and Teams, managing networking (firewalls, VPN, DNS, VLANs), overseeing VM and storage infrastructure with Veeam and Backblaze cloud backups, handling email security and data loss prevention, providing Level 2 support and escalations, provisioning/troubleshooting iOS and laptop devices, and ensuring thorough documentation and compliance reporting.

Duties & Responsibilities:

• Manages, configures, and secures an organization’s cloud infrastructure, ensuring high availability and performance. Key duties include monitoring system health, managing user access, automating tasks with scripting (e.g., PowerShell, Batch), patching systems, and troubleshooting.
• Support Microsoft 365 services, including Entra ID, Exchange Online, SharePoint Sites, OneDrive, Teams, and Microsoft Licensing while ensuring optimal performance, security and compliance, and overall user experience. 
• Administrate Microsoft Intune including Autopilot, Configuration and compliance.
• Manage and secure on-prem and cloud networking: DNS/Entra ID, firewalls, VPNs, routing, VLANs/subnetting, and access policies, while troubleshooting, automating, and enforcing network security and compliance. 
• Reviewing system logs, monitoring network performance, and analyzing resource consumption to optimize cloud performance. Maintaining user permissions (SSO/Sign-In Policies) and applying security patches to protect cloud-based applications.
• Provision, ship and troubleshoot iOS Mobile Devices.
• Manages Level 2 Infrastructure and Applications support requests while assisting with the escalation of tickets from the IT Support Specialist. 
• Infrastructure Management: Installing, configuring, and maintaining virtual machines, Windows Servers, Windows Hypervisor, and on-premises networks.
• Updates and Upgrades: Monitor new features and security patches for Microsoft 365; plan, test, and implement software updates and feature rollouts across the organization; ensure smooth deployment.
• Design, implement, and maintain identity and access controls (IAM) across Microsoft 365 and Entra ID: user lifecycle, role-based access (RBAC), conditional access, MFA, SSO, privileged access management, entitlement reviews, and audit/compliance logging.
• Service Automation: Use PowerShell, Batch and other embedded AI tools to automate administrative tasks, such as SCIM user provisioning, application deployments, reporting, and license assignments.
• Monitor and respond to security alerts, configure data loss prevention (DLP) and retention policies; conduct regular audits for compliance.
• Work with the IT Manager to resolve system emergencies and issues to ensure maximum up time.
• Create and maintain detailed documentation of system configurations, including system updates and changes. Effectively document support requests, updates, and resolutions in our ticketing system. 
• Implement and manage storage and resource allocation in the cloud environment through Veeam and Backblaze. Create and monitor backups to ensure data protection. 
• Create and maintain Power Automate workflows.
• Experience creating, deploying and updating Laptop Images.
• Manage email security and incidents via the Email Security Server.
• Configure reporting through Microsoft Defender, Purview and Antivirus tools. 
• Conduct onboarding and offboarding tasks for internal employees. 
• Stay up to date with trends and advancements in cloud technologies and potential implications for the business.

• Bachelor’s degree preferred in a technical field such as Computer Science, Information Technology or Cloud/AI focus.
• 2 - 4 years of experience in cloud or systems administration, including experience in a corporate help desk environment and supporting a remote workforce. 
• Microsoft 365 Platform Expertise: Strong knowledge of Microsoft Entra ID, Intune and Zero Trust.
• Strong knowledge in managing Windows server environments (2019-2022) and virtual machines.
• Extensive experience creating Powershell scripts in Microsoft Entra ID and Windows 11. Hands on experience with HTML and CSS. 
• Experience with Veeam, Spanning, Backblaze, IBM MaaS 360 and Watchguard desired. 
• Networking configuration experience with TCP/IP, DNS, DKIM/SPF, VPNs, domains, and firewalls.
• Knowledge of security frameworks and compliance standards.
• Experience with image creation and deployment using Microsoft Intune/Autopilot.
• Experience in analysis, diagnosis, and resolution of complex desktop and voice over IP telephony (VOIP) problems for end-users. 
• In-depth knowledge of configuring and supporting Mobile device management with IBM MaaS or Intune (iOS), printers, video conferencing and A/V equipment.
• Strong customer service skills, with the ability to communicate clearly in spoken and written English. 
• Communicate professionally with stakeholders, provide timely follow-up, and maintain clear documentation; apply sound judgment, effective problem-solving, and conflict-resolution skills. 
• Travel as needed; professional development and certifications encouraged.

Benefits:

• Company issued equipment 
• Wellness Program 
• Remote Flexibility 
• Udemy business employee account for continual learning 
• Best in Class: Medical, Dental, Vision, Disability and Life insurance coverage offered 
• Paid holidays, Vacation, Volunteer Time Off & Birthday PTO

Equal Opportunity Employer:

FlexTrades is an equal opportunity/affirmative action employer. We celebrate diversity and are committed to creating an inclusive environment for all employees, including individuals with disabilities and veterans.