MSP Sr. SysAdmin | The Go-To for M365 Migrations & Okta SME

PROFESSIONAL SUMMARY

Senior-level Systems Administrator with 12+ years of experience designing, deploying, and managing enterprise IT infrastructure across MSP, healthcare, veterinary, and financial services environments. Expert in Microsoft 365 administration (Exchange Online, Purview, Intune, Entra), Azure, Active Directory, VMware, and identity and access management. Led cloud migrations for 50+ organizations, supported 5,000+ users across 120+ clinic locations, and serves as the final escalation point for complex infrastructure issues. Microsoft Certified Identity and Access Administrator Associate with a proven track record of improving uptime, hardening security posture, and automating operations at scale.

TECHNICAL SKILLS

• Cloud & Identity: Microsoft 365, Azure AD / Microsoft Entra ID, Entra Connect, Okta, SSO (SAML, OIDC, OAuth 2.0), JumpCloud, OneLogin, MFA, Duo Security, RPost, Exchange Online Mail Flow Rules
• Virtualization & Servers: VMware vSphere / ESXi, Citrix Workspace / Director, Windows Server, Hyper-V, Disaster Recovery, Backup Exec, Macrium Reflect, Veeam, Datto
• Networking & Security: Palo Alto, Fortinet, WatchGuard, SonicWall, Meraki, Cisco, Extreme Networks, VLANs, VPN, DNS, DHCP, TCP/IP, Firewall Administration, SentinelOne, Microsoft Defender, Symantec Endpoint Protection, Barracuda
• Endpoint & Device Management: Microsoft Intune, JAMF, VMware AirWatch, SCCM (Microsoft Configuration Manager), WDS, MDT, WSUS
• Monitoring & RMM: SolarWinds N-Central, NinjaRMM, Kaseya VSA, Splashtop, ManageEngine
• Ticketing & Documentation: ConnectWise Manage, ServiceNow, Freshworks, Jira, IT Glue, BMC Track-It
• Scripting & Automation: PowerShell, Bash, Python (basic), REST APIs
• Collaboration & Productivity: Microsoft Exchange, SharePoint, Teams, Google Workspace, Outlook
• VoIP & A/V: Interactive Intelligence, AllWorx, Vonage, RingCentral, Mitel, SIP Configuration, Conference Systems
• Other: QuickBooks, Sage, Active Directory Group Policy (GPO), Microsoft Visio, Asset Management

CERTIFICATIONS

• Microsoft Certified: Identity and Access Administrator Associate – SC-300 (Active – Aug 2025 – Aug 2027)
• Kaseya System Administration Certification
• IT Glue Administration Certification
• AllWorx Certification

PROFESSIONAL EXPERIENCE

Managed Service Provider | Systems Administrator | April 2023 – Present

• Serve as company-wide subject matter expert for Okta SSO, architecting and deploying identity solutions using SAML, OIDC, and OAuth 2.0 for LOB application integration across the entire client base.
• Troubleshoot and administer the full Microsoft 365 environment end-to-end – including Exchange Online, Microsoft Purview, Microsoft Intune, and Microsoft Entra – to deliver comprehensive support for clients’ identity, compliance, security, and messaging needs.
• Executed end-to-end Microsoft 365 tenant buildouts for 50+ organizations, including DNS configuration, mail flow routing, and mailbox migrations from on-premises Exchange to Exchange Online.
• Deployed hybrid identity environments by provisioning Windows Server VMs in VMware and configuring Microsoft Entra Connect to synchronize on-premises Active Directory with Azure AD.
• Managed cross-platform device fleets using Microsoft Intune and JAMF, provisioning and securing Windows, macOS, iOS, and Android endpoints.
• Automated reporting, account maintenance, and server diagnostics using PowerShell, reducing manual administrative workload.
• Maintained Citrix Workspace environments for client LOB applications (QuickBooks, Sage, Lacerte), resolving database, permissions, and printing issues.
• Configured and maintained RMM platforms (SolarWinds N-Central, NinjaRMM) with proactive alerting for disk, CPU, and memory utilization to prevent outages.
• Managed thousands of client accounts and service requests through ConnectWise, ensuring SLA compliance and transparent communication.
• Configured email encryption solutions in Exchange Online mail flow rules and deployed RPost encryption to ensure secure, compliant email communications across client environments.
• Built and deployed virtual servers in VMware for Domain Controllers, File Servers, and other critical infrastructure, enabling scalable and resilient client environments.
• Implemented enterprise backup and disaster recovery solutions using Veeam and Datto, safeguarding client data with automated backup schedules, retention policies, and rapid restore capabilities.
• Designed, configured, and managed client network infrastructure including SonicWall firewalls, managed switches, and wireless access points, ensuring secure connectivity, segmentation, and optimal performance.
• Serve as the final level of escalation for all client-facing tickets in ConnectWise, diagnosing and resolving the most complex infrastructure, application, and security issues across the managed client portfolio.

Veterinary Healthcare Organization | Systems Administrator | October 2022 – March 2023

• Administered IT infrastructure and operations for 5,000+ users across 120+ veterinary clinics, encompassing network management, application support, and systems troubleshooting to maximize uptime and clinic productivity.
• Migrated local workstation accounts to Azure AD, strengthening authentication security and enabling centralized identity management.
• Provisioned cloud servers on Azure to deliver scalable, reliable infrastructure for expanding clinic operations.
• Deployed SentinelOne endpoint protection across all managed devices, safeguarding the organization against malware and phishing threats.
• Hardened email security using Microsoft 365 Defender, mitigating spam, phishing, and account hijacking attempts.
• Developed PowerShell automation scripts in Azure and Exchange Online to streamline administrative tasks and improve operational efficiency.
• Collaborated with PIMS database vendors to configure and troubleshoot clinical database environments for 120+ locations.
• Managed device patching, policies, and automation through N-Central and Splashtop RMM to maintain system health organization-wide.

Managed Service Provider | Senior Support Specialist | October 2021 – October 2022

• Provided Tier 2/3 systems administration and escalation support across diverse MSP client environments, troubleshooting Windows, macOS, networking, and application issues to minimize downtime.
• Administered Office 365 and Google Workspace environments, supporting email, SharePoint, Teams, and collaboration tools for multiple client organizations.
• Configured SSO solutions (OneLogin, JumpCloud) and Azure AD with Intune, improving secure access and device management for clients.
• Set up and maintained network infrastructure including firewalls, wireless controllers, access points, switches, and VPN solutions (Citrix, firewall-based).
• Provided VoIP support for Vonage, RingCentral, and Mitel platforms, ensuring reliable unified communications.
• Documented client configurations, processes, and credentials in IT Glue, maintaining a comprehensive and audit-ready knowledge base.
• Managed employee lifecycle processes (onboarding/offboarding) tailored to each client’s environment and security requirements.

Managed Service Provider | Tier 2 Engineer | June 2018 – October 2021

• Administered IT infrastructure for 70+ small-to-medium businesses, managing Windows and macOS environments, server deployments, and network operations to ensure reliable business continuity.
• Built and maintained VMware environments from ILO server integration through multi-VM deployment, supporting client virtualization needs.
• Revamped laptop/desktop imaging by creating standardized master images per client, improving deployment speed and brand consistency.
• Conducted full network assessments and built client networks from scratch – D-Marc planning, firewall setup, VLAN configuration, and managed switches.
• Migrated client device fleets from Windows 7 to Windows 10, ensuring compliance with security and end-of-life requirements.
• Managed server migrations and decommissioning, servicing LOB applications (Sage, QuickBooks, PCLaw, Dentrix).
• Configured Office 365, Exchange, SharePoint, Barracuda backups, email encryption, SSO, and MFA for client organizations.
• Set up VoIP servers and clients with auto attendants, call routing, and queue configuration to optimize business communications.
• Provided 24/7 on-call support and proactive monitoring via SolarWinds, maintaining high availability across Dell and HP infrastructure.
• Developed standardized IT documentation in IT Glue, building a scalable knowledge base across all client accounts.

Financial Services Company | Enterprise Infrastructure Administrator | September 2014 – June 2018

• Administered enterprise Active Directory for 1,300+ employees, managing user accounts, OUs, file permissions, security groups, and lifecycle processes.
• Designed and implemented network infrastructure using Cisco and Extreme Networks switches, routers, and access points across multiple office locations.
• Created a Windows PE boot image with Macrium Reflect capable of imaging up to 30 computers in 10 minutes, dramatically accelerating desktop deployments.
• Configured laptop/desktop images via SCCM with company software, Windows updates, BitLocker encryption, and endpoint protection.
• Built an inventory database in Microsoft Access to track asset ownership for 1,300+ employees, serving Facilities and IT departments.
• Created Citrix Virtual Desktops integrated with the domain and managed via VMware, enabling secure remote access.
• Configured VPN users on Palo Alto firewalls with Duo two-factor authentication, strengthening remote access security.
• Managed Microsoft Exchange Server administration – email setup, dynamic distribution lists, calendar permissions, and security groups using PowerShell.
• Implemented system-wide changes via Group Policy and PowerShell scripting, automating configuration updates across targeted endpoints.
• Mapped IDF rooms and diagrammed network architecture in Visio, documenting packet flow from switch to firewall to internet.
• Resolved escalated tickets and delivered training to departments, staff, and executives on company software and equipment.
• Installed server racks, switches, and Smart APC UPS units to support data center operations and ensure power redundancy.

Legal Services Firm | Systems Administrator & IT Consultant | June 2013 – August 2014

• Managed end-to-end IT operations for a law firm, configuring hardware, software, SIP phones, and network infrastructure to business requirements.
• Administered QuickBooks Online Plus for accounting processes, including vendor payables, receivables, and bank reconciliations.
• Configured Elite ProLaw for legal case management, matter setup, and billing databases, improving case tracking accuracy.
• Established automated recurring billing through merchant account integration, streamlining payment collection processes.

Legal Services Firm | Systems Administrator & IT Consultant | June 2009 – June 2011

• Maintained all computer systems, networks, databases, and phone systems, providing full-stack IT support for the firm.
• Created automated PDF templates for documents, forms, and spreadsheets, systematizing client processing workflows.
• Implemented CRM procedures to accurately track client contact and activity within the company database.

Legal Services Firm | Systems Administrator & IT Consultant | September 2008 – June 2009

• Administered all IT systems, phone networks, and databases while reconciling operating and trust accounts.
• Implemented daily accounting procedures and CRM workflows using QuickBooks, ensuring data integrity and compliance.

EDUCATION

• Coursework in Information Technology | 2008 – 2011
• Coursework in Economics | 2002 – 2004