Harnoor Singh / Sr. Cloud & AI Engineer
Get in touch ↗
Press K to navigate
// LocationToronto, CA — 43.6532°N
// StatusBuilding @ Symcor
// RoleSr. Cloud & AI Engineer
// FocusEnterprise GenAI + Red Team

— Portfolio / 2026 / Edition 003 Shaping AI systems
into production,
without the breach.

Azure OpenAI LangGraph NVIDIA NIM PyRIT Garak Kubernetes Terraform OWASP LLM Top 10 MITRE ATLAS Azure Sentinel LoRA / QLoRA TensorRT-LLM Azure OpenAI LangGraph NVIDIA NIM PyRIT Garak Kubernetes Terraform OWASP LLM Top 10 MITRE ATLAS Azure Sentinel LoRA / QLoRA TensorRT-LLM
001 / Signals

What I've broken
this quarter.

Seven frontier LLMs, jailbroken and documented. Each one had solid-looking guardrails on the surface — and a gap between what the model refused and what it could be led to do. Bigger model ≠ safer model.

// RED-TEAM.scorecard Q1 2026
Claude Opus 4.8
Anthropic · Prosocial-framing jailbreak · <24h after release
BROKEN
Claude Opus 4.7
Anthropic · Cross-model attack
BROKEN
Gemini 3.1 Pro
Google · Two-sentence jailbreak
BROKEN
Grok 4.20
xAI · Quick-answer mode bypass
BROKEN
GPT-5
OpenAI · Guardrail bypass
BROKEN
Mistral
Mistral AI · Multi-turn escalation
BROKEN
Meta MuseSpark
Meta · System prompt extracted
BROKEN
// HIGHLIGHTS.feed 2026
— Just now · Field Notes 001
How agents actually remember ↗
The popular "4 memory types" diagram is taxonomically wrong. The canonical structure is 1 working + 3 long-term subtypes — and procedural memory is almost always missing. 8 min read.
— 19 hours ago · Red team
Jailbroke Claude Opus 4.8 into a 6-week romance scam ↗
Zero code, no exploits — just words. Wrap a harmful ask in a prosocial "it's for training" bow and guardrails quietly fold. Stated benign intent is not a safety control.
— 6 days ago · Red team · 13K+ reach
One-prompt bypass on Google's AI Overview ↗
Gemini's full safety stack was stripped from Search for latency — a decade-old red-team primitive returned full synthesis steps for a Schedule I drug. Patched now.
— 1 day ago
Joined CompTIA Network of Experts
Contributor for AI Agent Operations — helping shape the industry's first certification for AI agent deployment, governance & security.
— 4 weeks ago · NVIDIA GTC
Brought a DGX Spark home for Symcor
Attended GTC 2026, sessions on open-source agentic AI with LangChain + OpenClaw founder Peter Steinberger. Open models as the new foundation for enterprise AI.
— 1 month ago · Open Banking Expo
Agentic AI + Open Banking, live
Workshop with Symcor's Agentic Hub reimagining mortgage origination — customer-permissioned data, autonomous verification, faster decisioning.
— 1 month ago
NVIDIA NCP-AAI certified
Professional-level NVIDIA Agentic AI credential. Multi-agent orchestration, reasoning & planning, NIM deployment at scale.
— LiteLLM supply chain
The scanner was the attack vector
Wrote on the LiteLLM incident — Trivy's GitHub Action exfiltrated the PyPI token. Pin your tools. Verify your supply chain.
002 / Selected Work

Systems shipped,
stress-tested.

Six projects that paid rent in production. Every one of them touched real customer data at a regulated Canadian financial institution.

003 / Trajectory

Five years,
one ladder, climbed.

Cloud Engineer I → II → III at Symcor. Same company; entirely different job every 18 months.

● Current
Feb 2026 — Now

Sr. Cloud & AI Engineer

Symcor — Hybrid
  • Enterprise GenAI across API, self-hosted & hybrid deployments
  • RAG with LangChain, LangGraph, Semantic Kernel + pgvector / Pinecone / Azure AI Search / FAISS / ChromaDB
  • Multi-agent systems — LangChain Agents, AutoGen, CrewAI, tool/function calling
  • Full LLM/SLM lifecycle: fine-tune with HF, serve with vLLM / Ollama / NIM on Kubernetes
  • AI red teaming, prompt-injection research, OWASP-aligned governance frameworks
  • Production guardrails — PII redaction, hallucination detection, bias & cost observability
  • Lead POC delivery, mentor juniors, run GenAI + AI security knowledge transfer
Nov 2022 — Feb 2026
3 yrs 4 mos

Cloud Engineer 2

Symcor — Mississauga / Remote
  • Cloud infra & architecture for Canadian Open Banking on Azure + Docker + K8s
  • Secure microservices via REST, GraphQL, mTLS / TLS / SSL
  • Cloudflare CDN for fast, reliable delivery
  • Automated pipelines in Azure DevOps + Jenkins
  • Cross-functional delivery with dev, security & compliance
  • Mentored juniors on best practices
Sep 2021 — Nov 2022
1 yr 3 mos

Azure Cloud Engineer 1

Symcor — Mississauga
  • Built & maintained the growing Azure ecosystem, compliant environments
  • SSL cert management + Mutual TLS on Application Gateway
  • IaC templates for repeatable environments
  • NodeJS startup templates, Confluence runbooks
Jan 2021 — Sep 2021
9 mos

Junior DevOps Engineer — Azure

Full-time
  • PowerShell scripting for deployment in Azure Dev/Test Labs
  • Streamlined Azure deployments end-to-end
  • Built CI/CD environments, agile with dev + IT teams
May 2020 — Jan 2021
9 mos

IT Analyst / Azure Admin

ABELDent
  • Tier-3 root-cause analysis, escalation to QA/Dev
  • AD / AzureAD / O365 + ad-hoc PowerShell (Az module)
  • Azure Service Bus, Log Analytics, Application Insights
  • MS SQL Server, Windows Server, TFS in Azure DevOps
2017 — 2020

Software Development, Dip.

Sheridan College — Oakville
  • Software dev, cloud, systems design fundamentals
  • Databases, networking, security basics
004 / Stack

Tools I reach
for, daily.

Grouped by job. Nothing here is résumé-padding — each bucket is something I've shipped or broken in the last 12 months.

LLM & GenAI01 / 06
Azure OpenAI LangChain LangGraph LangSmith Semantic Kernel AutoGen CrewAI Hugging Face vLLM Ollama
Model Opt.02 / 06
LoRA QLoRA GPTQ AWQ GGUF INT4 / INT8 TensorRT-LLM NVIDIA NIM Triton
RAG03 / 06
Hybrid Search Dense Embed BM25 Semantic Chunking Cross-Encoder HyDE pgvector Pinecone Azure AI Search FAISS ChromaDB
AI Security04 / 06
OWASP LLM Top 10 MITRE ATLAS Prompt Injection Jailbreak Testing PyRIT Garak PII Detection Guardrails
Cloud / Azure05 / 06
AI Services Functions Cosmos DB Sentinel Log Analytics App Gateway Private Endpoints Azure WAF Azure DevOps
Infra06 / 06
Docker Kubernetes Helm Terraform ARM Templates Jenkins CI/CD Cloudflare VNet
005 / Credentials

Eight badges,
one obsession.

Azure, NVIDIA, Cisco, CompTIA. Useful for passing procurement. More useful for the muscle memory each one leaves behind.

NCP-AAI NVIDIA Certified Professional · Agentic AI — NVIDIA · 2026
NoE Network of Experts · Contributor — AI Agent Ops — CompTIA · 2026
NCA-GENL NVIDIA AI Engineer — NVIDIA
AI-102 Azure AI Engineer Associate — Microsoft
AZ-104 Azure Administrator Associate — Microsoft
AZ-900 Azure Fundamentals — Microsoft
CCNA Cisco Certified Network Associate — Cisco
SEC+ CompTIA Security+ — CompTIA
006 / End transmission

Let's build
something
unbreakable.

// Tweaks

Grain overlay
Marquee scroll