Hi, I'm Talwinder Singh.
Building secure, scalable, and automated IT infrastructure.
Systems Administrator with 4+ years of experience supporting enterprise and MSP environments across Microsoft 365, Windows Server, networking, cloud infrastructure, and security operations. Focused on improving reliability, streamlining IT operations through automation, and delivering secure, efficient technical solutions.
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About Me
TALWINDER SINGH
Talwinder Singh
Systems Administrator
he/him
Toronto, ON, Canada
IT professional with hands-on experience across cybersecurity, automation, and systems administration in MSP and enterprise environments. Experienced in securing and supporting cloud infrastructure, Microsoft 365, networking, and enterprise systems while building automation solutions that improve operational efficiency and reduce manual processes. Skilled in Windows Server, Entra ID, PowerShell, Azure infrastructure, network security, and infrastructure operations with a strong focus on reliability, scalability, and proactive support.
Professional Experience
Experience supporting and securing enterprise IT environments through infrastructure administration, automation, cloud technologies, and proactive technical operations.
Systems Administrator
Catholic Crosscultural Services is a non-profit organization providing settlement, employment, immigration, and community support services across the Greater Toronto Area. As Systems Administrator, I supported and secured enterprise infrastructure by managing Microsoft 365, Windows Server, Active Directory, networking, firewalls, backups, and endpoint environments while improving operational efficiency through automation and infrastructure optimization.
IT Support Specialist
Haycor Computer Solutions is a Managed Services Provider delivering IT support, cloud infrastructure, cybersecurity, and managed technology solutions for businesses across the Greater Toronto Area. As IT Support Specialist, I supported physical and cloud infrastructure, deployed and maintained business applications, monitored production environments, and worked with technologies including Azure, Windows Server, IIS, SQL Server, virtualization platforms, and PowerShell automation.
Tier II Field IT Technician
Apogee IT Services, now part of Supra ITS, was a Managed Services Provider delivering IT infrastructure, cloud, networking, and cybersecurity solutions for businesses across multiple industries. As Tier II Field IT Technician, I provided onsite and remote support for client environments, managed networking and infrastructure systems, supported cloud and server deployments, and worked with technologies including Windows Server, Azure, VPNs, firewalls, Microsoft 365, and PowerShell automation.
Field IT Technician
RTC Managed Services provides managed IT, infrastructure, cloud, and cybersecurity solutions for businesses across multiple industries. As a Field IT Technician, I handled onsite and remote support, configured networking equipment including firewalls and switches, managed Active Directory environments, and assisted with troubleshooting, security monitoring, and infrastructure maintenance.
Formal Education
Formal education and continuous self-learning that built my cybersecurity foundation.
Computer Engineering Diploma
Graduated with Computer Engineering 2 year diploma with knowledge about networking, operating systems, computer hardware, Active Directory, and enterprise infrastructure setup.
Industry Certifications
Formal education and continuous self-learning that built my cybersecurity foundation.
Cisco Certified Network Associate (CCNA)
Cisco Certified Network Associate (CCNA) is a foundational networking certification that validates knowledge and skills in network fundamentals, IP connectivity, security fundamentals, automation, and programmability. It demonstrates the ability to install, configure, operate, and troubleshoot medium-sized routed and switched networks.
Certified Ethical Hacker (CEH)
Certified Ethical Hacker (CEH) is a cybersecurity certification that validates knowledge and skills in ethical hacking, penetration testing, vulnerability assessment, and security analysis. It demonstrates the ability to identify and exploit vulnerabilities in systems and networks while adhering to ethical guidelines.
CompTIA Security+
CompTIA Security+ is a globally recognized cybersecurity certification that validates foundational knowledge and skills in network security, threat management, cryptography, identity management, and risk management. It demonstrates the ability to secure systems, networks, and data against cyber threats.
Featured Projects
Firewall Setup for HomeLab
Configured pfSense firewall with VLANs, VPN, and IDS/IPS, Reverse Proxy for secure home lab network. Expanded functionality by integrating certification authority such as ACME and local CA to allow HTTPS access to internal services.
File Sharing with Samba
Set up Samba file sharing with ACLs and auditing for secure file access across multiple devices in the home lab environment.
Single Sign-On Setup
Implemented SSO using Authentik with SAML and OIDC for secure access to multiple internal and public applications without having to use seperate accounts and central control on account management.
Home Assistant IoT Integration
Integrated ESP32 and ESP8266 devices with Home Assistant using MQTT and ESPHome for smart home automation and monitoring.
Monitoring Dashboard
Set up Grafana with InfluxDB and Telegraf for real-time network monitoring and visualization of system metrics.
Reverse Proxy - Public Access to Internal Services
Configured HAProxy for secure public access to internal services with SSL termination and reverse proxy functionality to expose all services on single port and route requests to appropriate service based on request headers.
Hire Me
Looking for an experienced IT professional to support and optimize your infrastructure? Let’s connect and build reliable, secure, and efficient technology solutions.
Why Work With Me
Proven Experience
4+ years of hands-on MSP and infrastructure experience
Technical Leadership
Experience managing teams, escalations, and high-priority incidents
Cloud & Infrastructure
Skilled in Microsoft 365, Azure, Windows Server, networking, and virtualization
Automation & Efficiency
Using PowerShell, Power Automate, n8n, Zappier to reduce manual workload
Security Mindset
Knowledge of network security, monitoring, and infrastructure hardening
Reliable Support
Focused on uptime, fast resolution, and long-term client satisfaction