02/19/2026 updated

JC
100 % available

Remote Support Engineer & Technical Team Lead

Howick, South Africa
Only remote
Certificate in MCSD.net 2003 IT Intellect
Howick, South Africa
Only remote
Certificate in MCSD.net 2003 IT Intellect

Profile attachments

Jason Chipps.pdf

About me

Technical Team Lead & SYSOps Engineer specializing in Azure, SQL 2022, and Windows Server. I thrive on solving complex system puzzles and managing end-to-end infrastructure. From Active Directory to Exchange, I deliver high-uptime environments and lead teams to technical excellence.

Active DirectoryProxy ServersSoftware ApplicationsTechnical SupportMicrosoft AzureCloud ComputingData MigrationLinuxDevOpsInfrastructure ManagementNetwork SecurityMaintenanceMicrosoft SQL ServersWindows ServersRemote Desktop ServicesServer AdministrationTechnical ManagementAdministrative OperationsOffice365Firewalls (Computer Science)Remote SupportOperational SystemsReporting ToolsDatabase Administration
Cloud Infrastructure
Microsoft Azure, Office 365 Setup & Configuration expertise with over 18 years of experience

Database Management
Microsoft SQL Server (2008-2022), Data Migration, Reporting Services administration and configuration

Server Administration
Windows Server (2016/2019/2022), Microsoft Active Directory, Exchange (On-Premise & Online) management

Operating Systems
Advanced support for Windows 10/11 and Linux OS environments

Remote Support
Desktop applications, Cloud-based websites, APIs, and connectivity troubleshooting

Network Security
Firewalls, Proxy Servers, and Remote Desktop Services (RDS) configuration and maintenance

Technical Leadership
Management of technical support teams and escalation point for critical incidents

Infrastructure Modernization
Migration and configuration of server environments to Windows Server 2022 and SQL Server 2022

DevOps & Support
Comprehensive remote support for in-house software and Windows environments

Experience

Professional experience10+ years
Freelancer since2026

Languages

EnglishNative speaker

Project history

Technical Team Lead/SysOps

HOCSInc

Internet & IT

50-250 team member

Managed a technical support team of 8-12 engineers, acting as the primary escalation point for critical incidents and ensuring rapid resolution of complex tickets. Administered complex hybrid messaging environments and directed rigorous patch management cycles.

Software Support Analyst and Network Administrator

SQR Software
End-to-end configuration of Microsoft Azure and Office 365 environments. Expert setup and configuration of Microsoft SQL Server including complex migrations and Reporting Services.

IT Specialist

Self-Employed
Provided specialized support for Windows 7/10 ecosystems, hardware upgrades, and onsite internet connectivity solutions. Executed multi-branch Office 365 deployment and ESET security configuration.

Senior IT Technician

CNM IT Solutions
Installation and configuration of Server 2003, 2008 R2, 2012, and 2016. Maintained Linux firewalls and proxy servers on customer sites. Onsite setup of ADSL routers and wireless access points.

Field Technician

EOH
Managed onsite support for 10 Barloworld sites in the Pietermaritzburg area. Resolved hardware and software tickets tracked via helpdesk systems, supporting Windows XP/7/10 and Office suites.

IT Specialist

Pelham Senior Primary School
Maintained Windows 2008 R2 server, Linux proxy/firewall, Active Directory, and Exchange 2010. Serviced 115 desktops, managed Library and Admin systems, and maintained firewall rules.

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