Tony Greenwood Jr.

Junior Systems Administrator | IT Support | AI & Automation Builder
tony-greenwood.com | [email protected]
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Professional Summary

Hands-on IT and systems-focused professional with 1+ year of experience building, managing, and troubleshooting real-world infrastructure. Currently completing an Associate degree in Business Administration alongside an IT Help Desk certification. Known for self-driven learning, rapid skill acquisition, and building practical systems including servers, AI tools, and web applications. Strong interest in cybersecurity, automation, and scalable systems.

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Technical Skills

Systems & Infrastructure
Proxmox (VMs, Containers) Linux / Ubuntu Server Windows 10/11 NGINX Reverse Proxy HTTPS / Let's Encrypt SSH / systemd Apache Guacamole
Networking & Security
Firewall (UFW) Reverse Proxy Access Control Cloudflare DNS & Access Wireshark Kali Linux Aircrack-ng
Development & Automation
Python Flask SQLite REST APIs System Integration
AI & Advanced Projects
Self-hosted LLMs Multi-agent AI Architecture RAG Concepts AI Automation Assistants
Tools
Git / GitHub VS Code tmux Node / npm
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Projects (Real-World Experience)

Self-Hosted AI Assistant (Jarvis System)

  • Designed and deployed a modular AI system with a core assistant and specialized sub-agents
  • Built backend structure for chat interface, logging, and task delegation
  • Integrated local LLM usage with plans for scalable API access

Home Lab Infrastructure (Dell R730 Server)

  • Built and manage a full virtualization environment using Proxmox
  • Hosts multiple VMs and containers for web apps, AI, and remote desktops
  • Configured reverse proxy, HTTPS, and external access securely

Remote Desktop Platform (Apache Guacamole)

  • Deployed browser-based remote desktop system for multiple users
  • Connected Windows VMs via RDP with role-based access
  • Implemented HTTPS and began hardening security posture

Web Application (Flask + NGINX)

  • Built and deployed a live website with login/signup system
  • Implemented role-based access and backend logic using SQLite
  • Configured NGINX reverse proxy for public access

Cybersecurity Lab Environment

  • Practicing network attacks and defenses using Kali Linux
  • Conducted packet analysis with Wireshark
  • Explored wireless security and traffic manipulation tools
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Education

Community College of Vermont (CCV)

Associate Degree in Business Administration (Expected May 2026)

IT Help Desk Certificate (Expected May 2026)

Certifications

CompTIA IT Fundamentals+ (2025)

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Experience

Junior Systems Administrator (Self-Directed / Lab Environment)

  • Built and maintained a production-like home lab simulating real IT environments
  • Troubleshot networking, system, and application issues across multiple services
  • Implemented secure remote access and service hosting
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Strengths

Extremely fast learner, self-taught across multiple technical domains
Strong problem-solving mindset, especially under pressure
Builder mentality: prefers creating real systems over theoretical study
Able to bridge business thinking with technical execution