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Darren PilkingtonDP

Darren Pilkington

IT Security Architect & Cloud AI Automation SME

€463/day
Cardiff, GB
15+ years

Average response time: 1 hour

About Darren

I design and build the infrastructure that keeps enterprises secure — and I'm increasingly doing it with AI.

Over 25 years I've delivered large-scale cloud migrations, zero-trust security architectures, and infrastructure automation for global organisations including IBM, Royal Dutch Shell, and IAG. The scale has been significant: a 65,000-user IAM transformation, the decommissioning of four data centres with zero data loss, and securing critical infrastructure across 50+ countries.

What sets my work apart right now is the intersection of traditional enterprise IT and AI automation. I'm building production-grade agent orchestration pipelines using Claude, OpenAI, and Grok — integrating LLMs directly into Infrastructure as Code workflows, vulnerability triage pipelines, and security operations. The results are measurable: faster delivery, fewer manual steps, and better-quality output.

My focus areas:
•Cloud security architecture — AWS, Azure, zero-trust, hybrid cloud
•Infrastructure as Code — Terraform, Ansible, CI/CD pipelines
•AI agent orchestration and LLM workflow automation
•Identity & Access Management — CyberArk, SailPoint, Entra ID, AWS IAM
•Vulnerability management — Qualys, Nessus, Splunk, ArcSight

I maintain a private hybrid cloud lab where I test, build, and document the patterns I use in client work. My GitHub has the scripts, templates, and AI workflow integrations: github.com/IT-Architect-UK/monorepo

If you're an architect, engineer, or CTO wrestling with how to bring AI into your infrastructure practice — let's connect.
  • English

    Native or bilingual

Can work on-site
Cardiff (up to 50km)

Experience

  • Kyndryl
    Technical Integration Lead
    BANKING AND INSURANCE
    July 2024 - Today (1 year and 11 months)
    London, United Kingdom
    ▪ Leading complex technical integration and security projects across enterprise client environments, increasingly leveraging AI-assisted tooling to accelerate delivery.
    ▪ Deployed Tripwire Enterprise for file integrity monitoring, strengthening compliance posture across client estates.
    ▪ Designed and implemented MOVEit Transfer & Automation for secure managed file transfer; hardened on-premises and cloud infrastructure using Ansible automation, Group Policy, and vendor security baselines.
    ▪ Conducted penetration testing and vulnerability remediation using Nessus and Qualys; delivered risk reduction reports to senior stakeholders.
    Active Directory Linux Ansible Windows Server artificial intelligence
  • CyberBase & IAG
    IT Infrastructure Security Architect
    AVIATION AND AEROSPACE
    January 2021 - April 2024 (3 years and 3 months)
    London, United Kingdom
    ▪ Architected zero-trust cloud access solution, migrating 50+ on-premises servers to AWS; implemented Entra ID and AWS IAM with MFA across all workloads.
    ▪ Deployed Splunk and QualysGuard for real-time monitoring and vulnerability scanning; automated security configurations with Terraform and Ansible, reducing manual provisioning time by approximately 60%.
    ▪ Introduced AI-assisted IaC generation and review into the delivery pipeline, accelerating infrastructure automation authoring and reducing review cycles.
    ▪ Authored detailed security documentation and change management reports, ensuring compliance with industry standards.
    Amazon Web Services Microsoft Azure Ansible Terraform GitHub
  • IT Solution Architecture Limited
    IT Infrastructure Architect – AI & Automation SME
    DIGITAL AND IT
    January 2023 - Today (3 years and 5 months)
    Cardiff, United Kingdom
    ▪ Designing and operating a private hybrid cloud lab (VMware vSphere 8, Ubuntu 24, Windows Server 2025) for proof of-concept testing and continuous AI/infrastructure research.
    ▪ Building production-grade AI agent orchestration pipelines using Claude, Grok, and OpenAI APIs — multi-agent workflows with tool use, memory, and structured output for IT operations.
    ▪ Developing LLM-powered Terraform and Ansible generation pipelines; integrating AI analysis into Qualys vulnerability scan workflows for automated triage and prioritisation.
    ▪ Deploying self-hosted LLM environments on private infrastructure with enterprise security practices (OPNsense, network segmentation, scripted policy automation).
    ▪ Maintaining active public GitHub repository with automation scripts, Terraform/Ansible templates, and AI workflow integrations.
    artificial intelligence Windows Server Linux VMWARE Proxmox

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Education

  • AWS Cloud Practitioner & Solutions Architect
    AWS Cloud Practitioner & Solutions Architect
  • CompTIA Security+
    CompTIA Security+

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