Senior Systems Administrator · AI Generalist

Enterprise IT Built for
Global Scale.

Securing, automating, and scaling cloud infrastructure for organisations that cannot afford downtime.

Gagandeep Singh Makkar — 11+ years at Clinton Health Access Initiative supporting 2,000+ users across 40+ countries.

18+Years Total Experience
2,000+Users Managed
20Certifications
Open to New Opportunities
18+
Years Total Experience (IT Industry + IT Training)
2,000+
Users Supported Globally
40+
Countries Operated In
~60%
Faster Provisioning via SCIM
About Me

The Person Behind the Infrastructure

With over 11 years at Clinton Health Access Initiative — a global nonprofit combating AIDS, malaria, and tuberculosis — I manage enterprise cloud, identity, and on-premise infrastructure for 2,000+ staff across 40+ countries.

My expertise spans Okta identity management, Microsoft 365, VMware virtualisation, Box cloud storage, and cybersecurity platforms including KnowBe4 and Mimecast. I reduced account provisioning time by approximately 60% through SCIM automation and led a full Anthropic Claude Enterprise deployment across the organisation.

Previously recognised as an Iconic Trainer at Koenig Solutions, I have delivered Microsoft-certified enterprise training to teams at Infosys, Cognizant, Dell, and HCL, and to international delegates across the USA, UK, UAE, and Asia-Pacific.

Services

What I Can Do For Your Organisation

Available for full-time roles, contracts, and consulting.

🔐

Identity & Access Management

Okta SSO, SAML federation, SCIM lifecycle automation, and Microsoft Entra ID. Zero-trust identity infrastructure built for global distributed teams.

☁️

Microsoft 365 & Exchange Online

Full tenant admin — Exchange Online, SharePoint, Teams, licensing, compliance archiving, Purview eDiscovery, and Managed Folder policies.

🖥️

Virtualisation & Infrastructure

VMware Horizon VDI, ESXi servers, FSLogix profile containers, Hyper-V, and Windows Server 2008 R2 through 2019 for high-availability workforces.

🛡️

Cybersecurity & Awareness

KnowBe4 training programmes, Mimecast email security, phishing simulations, Active Directory hardening, and security governance across global endpoints.

🤖

AI Enablement & Automation

Hands-on deployment of Anthropic Claude Enterprise (65 licences), Microsoft Copilot rollout, PowerShell automation, and Power BI operational reporting.

📦

Cloud Storage & Collaboration

Box Enterprise — content governance, access controls, VDI integration, multi-domain architecture, and dual-backup strategy.

Why Choose Me

What Sets Me Apart

01

Global Scale, Proven in the Field

Most IT professionals manage a single office. I have kept enterprise infrastructure running for a 2,000-person organisation spread across 40+ countries including Africa, Asia, and the Americas.

02

Measurable Efficiency Gains

My SCIM automation reduced account provisioning time by ~60%, eliminating manual steps and closing a critical security window during staff onboarding and offboarding.

03

Depth Plus Communication

As a former Microsoft Iconic Trainer I configure complex systems and then document, train, and transfer knowledge so organisations are not dependent on a single person.

04

AI-Ready Right Now

I have already deployed Claude Enterprise and Microsoft Copilot in a live production environment. I understand how AI tools integrate with enterprise workflows — in practice, not just theory.

Credentials

Certifications

20 Total
MCSE: Cloud Platform and Infrastructure
Microsoft
Sep 2016
MCSE: Productivity
Microsoft
Jan 2016
MCSA: Windows Server 2016
Microsoft
Feb 2017
MS: Server Virtualization with Hyper-V and System Center
Microsoft
Nov 2014
MCTS: System Center 2012 Configuration Manager
Microsoft
Mar 2014
Experience

Career Timeline

  1. Active
    CHAI India Pvt. Ltd.
    Systems Administrator
    Apr 2025 – Present

    Okta SSO, SCIM, M365, VMware, KnowBe4, and Claude Enterprise AI enablement for 2,000+ users across 40+ countries.

  2. Active
    Clinton Health Access Initiative, Inc.
    Systems Administrator
    Jul 2015 – Present

    Full enterprise IT scope — Okta, Box, M365, Exchange, VMware, VDI, and Active Directory supporting CHAI's global mission.

  3. Koenig Solutions Ltd.
    IT Consultant · Microsoft Certified Trainer (Iconic Trainer)
    Jan 2011 – Jul 2015

    Enterprise training for Infosys, Cognizant, Dell, and HCL. International delegates from USA, UK, UAE, and Maldives.

  4. HCL Infosystems Ltd.
    Senior Technical Consultant & Trainer
    Jan 2010 – Jan 2011

    Corporate training for Indian Air Force and Indian Railways. Technical consulting as secondary responsibility.

  5. NIIT Limited
    Certified Technical Trainer · Branch Sysadmin
    Jul 2008 – Jan 2010

    Training delivery and branch IT administration. Awarded the Power2NIITian Award for outstanding contribution.

Education

Academic Background

Master of Computer Applications (MCA)

Information Technology

Guru Gobind Singh Indraprastha University

2005 – 2008

Bachelor of Computer Applications (BCA)

Information Technology

Guru Gobind Singh Indraprastha University

2002 – 2005
Get in Touch

Ready to Strengthen Your IT Operations?

Open to full-time roles, contract engagements, and consulting. Let's talk about what I can deliver for your organisation.

Email
gagandias@outlook.com
Phone
+91 98114 47885
Location
Greater Delhi Area, India
LinkedIn
linkedin.com/in/gagandeepsinghmakkar
Status
Open to Opportunities