Dean Bradshaw
Systems Engineer · Cloud · AI Automation

Hi, I'm Dean Bradshaw.

I build and run enterprise infrastructure on Azure and Microsoft 365, and I'm now applying that experience to AI automation and agentic systems.

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About

Middletown, Connecticut · Remote-friendly

I'm an information technology professional with 10+ years of experience supporting enterprise environments across cloud, server, endpoint, and automation platforms. I partner with engineering, security, vendors, and business stakeholders to implement scalable infrastructure, get more value from technology, and improve operational efficiency through automation.

Right now I'm expanding into AI automation and agentic systems engineering, with hands-on work building multi-agent workflows, OpenAI integrations, and AI-powered automation systems.

  • Microsoft Azure
  • Systems Integration
  • Infrastructure Engineering
  • Cloud Migration
  • Identity & Access Management
  • Security Governance
  • Automation
  • Enterprise IT Operations
  • AI Workflow Automation
10+Years in IT
AzureCloud migration & lifecycle
M365Exchange Online & Entra ID
MScIT Management, WGU

Experience

Where I've worked and what I've delivered.

Microsoft 365 Migration Consultant

Independent Consulting · Middletown, CT · May 2025 – July 2025
  • Planned and executed migration from a GoDaddy-hosted Microsoft 365 environment to a standalone Microsoft 365 tenant.
  • Configured Microsoft 365 services, including Exchange Online, Entra ID, security policies, and user account provisioning.
  • Managed DNS updates, domain verification, and mail flow configuration to ensure seamless email delivery.
  • Migrated user mailboxes, accounts, and business data with minimal operational disruption.
  • Provided end-user support, onboarding guidance, and post-migration troubleshooting.
  • Implemented MFA, security best practices, and administrative controls to improve tenant security and governance.

Systems Engineer

BM Technologies, Inc · Remote · September 2021 – May 2025
  • Led the design, deployment, and lifecycle management of Azure-based infrastructure, including virtual machines, security configurations, and access controls.
  • Ensured infrastructure performance, scalability, and compliance with enterprise standards.
  • Partnered with vendors, internal engineering teams, and security stakeholders to troubleshoot infrastructure issues and support operational requirements.
  • Supported cloud migration initiatives transitioning on-premises Windows and Linux servers to Microsoft Azure.
  • Developed and enforced security policies, identity management systems, and SSO configurations.
  • Designed and implemented automation solutions to streamline operations and reduce manual administrative effort.
  • Served as a senior escalation point for complex infrastructure issues across multiple teams.
  • Mentored junior engineers and support staff on operational best practices and documentation standards.

Key achievements

  • Led migration of on-premises infrastructure to Azure Cloud.
  • Migrated enterprise email systems to Microsoft Exchange Online using BitTitan MigrationWiz.
  • Planned and deployed automated processes across multiple departments to improve operational efficiency.

Systems Administrator II

FIS · Remote · July 2017 – August 2021
  • Managed enterprise server environments including installation, upgrades, maintenance, and performance monitoring.
  • Collaborated with cross-functional teams to evaluate and implement third-party software and hardware solutions.
  • Supported security governance, access controls, and change management initiatives.
  • Identified opportunities for infrastructure optimization and operational improvements.
  • Developed automation scripts to improve consistency and reduce manual administrative tasks.
  • Provided technical recommendations to leadership regarding infrastructure enhancements and risk mitigation.

Operations Support Technician II

Higher One · New Haven, CT · November 2012 – June 2017
  • Delivered enterprise-level desktop and systems support for end users.
  • Installed, maintained, and upgraded enterprise hardware and software solutions.
  • Supported access management, troubleshooting, and system stability initiatives.

Education & learning

Formal degrees plus ongoing hands-on training in cloud and AI.

In progress

AI Engineer Core Track: LLM Engineering, RAG, QLoRA, Agents

Udemy · June 2026 – Present
In progress

Terraform 101: The Ultimate Hands-On Guide (Azure Edition)

Udemy · January 2026 – Present
Completed

Master AI Agents in 30 Days

Udemy · May 2026 – June 2026

8 real-world projects with OpenAI Agents SDK, CrewAI, LangGraph, AutoGen, and MCP.

M.S., Information Technology Management

Western Governors University · April 2019 – October 2020

B.S., Information Technology

Western Governors University · January 2017 – December 2018

Skills

Tools and technologies I work with.

  • Azure
  • Windows
  • Linux
  • PowerShell
  • Bash
  • Shell Scripting
  • Python
  • PHP
  • JavaScript
  • HTML
  • CSS
  • SQL
  • JSON
  • SSO
  • DNS
  • VPN
  • LAN
  • IIS
  • VMware
  • GitHub
  • ServiceNow
  • Salesforce
  • Slack
  • Zoom
  • Mobile device management
  • Software implementation
  • IT infrastructure
  • System administration
  • Computer hardware

Certifications

Click a badge to view the certificate.

CompTIA Secure Infrastructure Specialist CompTIA IT Operations Specialist CompTIA Linux Network Professional CompTIA Systems Support Specialist CompTIA Project+ CIW User Interface Designer

Kind words

From people I've worked with.

One of the best people I have worked with. His attention to detail and dedication to his work is greatly admired.

Dominic Woolfrey · Information Technology Manager

Great guy to work with. Excellent team player, always willing to help. Very knowledgeable and passes on that knowledge to his teammates.

Gino Mulla · Systems Administrator

Let's talk

Open to conversations about cloud, infrastructure, and AI automation work.

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