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Steve Grigg

I bridge the gap between
Cloud Complexity and human understanding.

Principal Content Specialist @ Microsoft & AWS Veteran. I build the systems and training frameworks that make technical adoption scale.

The Impact: I troubleshoot curriculum like a developer. From architecting the D.A.R.T. Framework to demystifying Sovereign Cloud, I minimize friction through data-driven design and AI-augmented workflows.

Strategic Impact

I don’t just deliver content; I architect systems that drive adoption, scalability, and technical ROI.

Proprietary IP: The D.A.R.T. Framework

I architected the Delivery Architecture & Resource Taxonomy (D.A.R.T.) to eliminate content fragmentation. Built into the Instructor Resource Hub (IRH), it recaptured 60% of prep time and eliminated 80% of administrative friction.

Sovereign Cloud Architecture

Translating complex engineering SOPs into high-fidelity training for secure environments. I specialize in making concepts like SLA breach credits and data residency accessible to global support teams.

Data-Driven Friction Analysis

I use telemetry to fix curriculum. By implementing a Jira-based tracking system, I proved 40% of learner downtime was caused by specific IAM misconfigurations, leading to permanent architectural fixes.

Technical Training & Public Advocacy

Delivered technical enablement to organizations like Boeing and the USAF. I lead digital advocacy through Twitch sessions to bridge the gap between engineering and user adoption.

AI & Workflow Automation

Using "vibe coding" (Python + GenAI) to predict student attrition and automate training milestones—focusing on building efficient, high-quality technical assets at scale.

Technical Leadership & Enablement

Ensuring technical initiatives align with business goals. Whether writing API documentation or mentoring trainers, I focus on the "translation layer" between code and customers.

Technical Portfolio & Work Samples

D.A.R.T. Framework Architecture
Case Study

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The Problem:

Technical knowledge fragmentation was killing efficiency; instructors were hunting through silos instead of teaching.

The Solution:

I designed the D.A.R.T. Framework to consolidate silos into a governed system, recapturing massive amounts of delivery time and ensuring a single source of truth for global teams.

PII Privacy Gateway: Engineering Data Trust
Cloud Security & Middleware Engineering

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Description:

I developed this "security shim" to solve a common cloud headache: keeping PII out of logs and LLM prompts. Built with FastAPI, the engine uses a mix of regex, algorithmic verification (Luhn), and entropy-based scanning to catch secrets that standard scanners miss. It’s a high-performance way to scrub API payloads in memory before they persist to disk or hit third-party services.

Multi-Region High Availability & Disaster Recovery
HADR Architecture

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Description:

How to survive an AWS regional failure without doubling your cloud bill. This architecture utilizes Route 53 Health Checks and RDS Cross-Region Read Replicas to ensure 99.99% availability. It’s designed as a "Warm Standby," maintaining a low-cost idle state in the secondary region until an automated failover is triggered.

Multi-Region Warm Standby HA/DR for Django on AWS
Deployment Runbook

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Description:

Designed a resilient, cost-optimized AWS architecture for a mission-critical Django application using Route 53 failover, ALB + Auto Scaling, and cross-region RDS replication. Includes a production-minded Elastic Beanstalk deployment guide with security hardening (IMDSv1 disabled), operational logging, and troubleshooting notes.

Data-Driven Friction Analysis in Cloud Training
Systems Analysis & Data Strategy

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Description:

While supporting technical training at scale, I moved beyond anecdotal student feedback by architecting a 'Sidecar Ledger' in SQLite. This telemetry allowed me to quantify architectural bottlenecks and identify that 40% of all learner downtime originated from a single service domain.

gollog | Deterministic Runtime Log Redaction
Cybersecurity & Data Privacy

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Description:

I built this because once PII hits your logs, it's too late. This Python middleware acts as a security layer that scrubs sensitive data (financials, secrets, PII) while it's still in memory. By using deterministic scanners and algorithmic checks, it catches things that standard filters miss, ensuring your logs stay clean and your data stays sovereign.

Simplifying OSHA Safety Compliance
Strategic Messaging Presentation

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Description:

I turned a high-stakes OSHA safety mandate into a strategic roadmap for digital change. By breaking down the regulation into actionable business value—like Automated Audit Trails and Centralized Control—I demonstrated how technical compliance can drive enterprise efficiency. This is a primary example of how I structure complex technical narratives for decision-makers who care about ROI.

The Distortion Racket: A Mike Clarity Case Study

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Description:

I solved the common L&D headache of simultaneous system and mic recording by bypassing external hardware entirely. By leveraging native Windows Stereo Mix, I created a 4-step workflow that cuts post-production editing time to zero. This project showcases my approach to technical enablement: finding the most efficient path to high-fidelity results.

Content Strategy & Development
Articulate Storyline

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Description:

This Articulate Storyline module was developed for Vastermind Consulting Hypnosis, adhering to NGH compliance guidelines while transforming educational content into an engaging digital experience.

Key technical achievements include:

Custom Variable Logic: Engineered a Focus Meter slider that triggers distinct voiceovers and encouragement based on the variable value.

Implemented True/False variables to prevent audio overlap and ensure each VO segment plays only once per focus level.

Variable Reset: Ensured seamless replayability by using timeline triggers and slide properties to force a complete variable reset upon slide revisit.

Mastering OneNote: Create, Open, and Switch Notebooks
Rise 360

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Description:

An interactive Rise 360 article designed to guide users through fundamental OneNote functionalities. This project demonstrates the ability to create clear, concise, and engaging learning content focused on practical skills, specifically how to effortlessly create new OneNote notebooks, efficiently open existing ones, and smoothly switch between them for optimal organization and productivity.

Aspect Ratio Helper
Web Tool

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Description:

Aspect Ratio Helper is an interactive tool that displays current window dimensions, evaluates how closely they match common target ratios (16:9, 4:3, etc.), and provides concise adjustment guidance. It helps media and video creators preview framing, test responsive layouts, and quickly align compositions or export settings so visuals and playback match intended screen formats across devices.

AI/ML/Python/Jupyter Notebook
Explore bias & variance

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Description:

While studying AI/ML topics I created a Jupyter Notebook to explore concepts like bias, variance, underfitting, and overfitting.
This interactive tool lets you experiment with these ideas firsthand, solidifying your grasp on crucial machine learning principles.

AWS Lambda/Python
Test network speed and vCPU

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Description:

Analyze network & CPU scaling (linked to memory config) for AWS Lambda functions. Optimize performance & cost by understanding Lambda resource behavior.

Experience

  • Principal Content Specialist
    Microsoft (Sovereign Cloud)

    Embedded with engineering teams to translate Sovereign Cloud SOPs into customer-ready training. I use GenAI (Copilot) and "vibe coding" to build visual walkthroughs for complex processes like incident submission and SLA credit calculations—turning dense engineering docs into accessible learning paths.

  • Technical Trainer
    Amazon Web Services (AWS)

    Delivered high-stakes technical training to enterprise clients including Boeing, USAF, and JPMorgan Chase. To scale delivery, I architected the D.A.R.T. Framework and Instructor Resource Hub (IRH), which centralized fragmented content and cut instructor prep time by 60%.

  • Technical Trainer
    Elastic Path Software

    Focused on accelerating "time-to-value" for customers by demystifying API-driven headless commerce. I designed hands-on workshops that taught developers how to integrate complex architectures, directly supporting sales and product adoption goals.

  • Senior Developer
    Central 1 Credit Union

    Engineered web-based financial applications with a focus on SQL optimization and workflow automation. I bridged the gap between business requirements and technical specs, ensuring that high-stakes banking platforms remained scalable and performant.

  • Senior Analyst
    HSBC Bank Canada

    Automated ETL processes and managed data integration for global financial systems. I specialized in streamlining manual workflows and ensuring data accuracy and security compliance across large-scale banking environments.

Technical Stack & Certifications

AWS Certifications (Core Architecture & Professional)

  • AWS Certified DevOps Engineer – Professional
    Specializing in CI/CD, automation, and high-availability systems.

  • AWS Certified Solutions Architect – Associate
    Mastery of secure, scalable cloud infrastructure.

  • AWS Certified Data Analytics – Specialty
    Expertise in data lakes, streaming, and visualization strategy.

  • AWS Certified SysOps Administrator

  • AWS Certified Developer

  • AWS Certified Cloud Practitioner

Data & AI (Platforms and Foundations)

  • Databricks Generative AI Fundamentals
    Accredited in LLM foundations and enterprise GenAI strategy.

  • Cisco Python Essentials 2
    Advanced Python foundations for automation and software development.

  • Databricks Fundamentals Accreditation

  • Dataiku Core Designer Certificate

  • AWS Educate Machine Learning Foundations

  • Modern AI Workflow & 'Vibe Coding'
    Leveraging MSFT 365 Copilot, GitHub Copilot, and Gemini for rapid prototyping.

Security, Risk & Sovereign Cloud

  • Sovereign Cloud Operations
    Translating complex engineering SOPs into secure, compliant training paths.

  • ISC2 Certified in Cybersecurity Candidate
    Fundamental network security and risk mitigation principles.

Product, Enablement & Customer Strategy

  • Champion - Authorized Instructor
    Top-tier global delivery credential for AWS training partners.

  • D.A.R.T. Framework (LXD Strategy)
    A proprietary Content Governance and Information Architecture model for scaling global delivery.

  • Enterprise Design Thinking Practitioner
    Applying UX principles to technical learning journeys.

  • Hubspot Inbound Sales Certified

Community & Wellness

  • Mental Health First Aid
    National Council for Mental Wellbeing.

Education

  • HNC Software Development
    London Metropolitan University

  • PIDP in School of Instructor Education
    Vancouver Community College (VCC)

  • Certificate in Business Communication and Professional Writing
    Simon Fraser University

  • Communication Skill Building
    Vancouver Coastal Health

  • Group Facilitation and Communication Skills
    SMART Facilitator Training

  • Project Management/Resource Utilization
    British Columbia Institute of Technology