Senior expertise, start to finish.
Prox Offensive is a focused boutique practice. You work directly with a senior offensive security specialist from scope to final report — no junior bench, no handoffs, no diluted attention.
Felix Gutierrez
Founder & Offensive Security Specialist
I'm Felix — offensive security specialist and founder of Prox Offensive Information Security. I help organizations see what attackers see, before the attackers do.
My work centers on external exposure assessment, adversary simulation, and AI-assisted reconnaissance, backed by open-source tooling I build and publish. When you engage Prox Offensive, you work directly with me — no handoffs, no junior bench.
I believe in digital sovereignty: knowing exactly what you're exposing, controlling your signal, and building systems that don't require blind trust. Every engagement is authorized in writing, evidence-based, and focused on findings you can actually act on.
Credentials & community
Certifications & training
- CompTIA PenTest+
- Harvard/edX CS50 — Web Programming with Python & JavaScript
- Hack The Box Academy — Network Enumeration, Web App Testing, Payloads & Metasploit
- Hack The Box Academy — Pivoting, Tunneling & Adversary Simulation
- TryHackMe — Path to Cyber, Jr Penetration Tester, Red Teaming
Security community
- Volunteer — BSides St. Pete, HackSpaceCon, HackRedCon
- Participant — HackMiami, BSides Tampa
Active in the Florida and national security community — collaboration and "maker" energy carried into every engagement.
Open-source & tooling
I build and publish offensive security tooling in the open — on github.com/DonTrabajo.
Prox Offensive Recon Toolkit
External reconnaissance workflow and free DIY resources.
DonTrabajoGPT
AI-augmented red-team analysis and reporting modules.
Recon automation
Scripts for linPEAS parsing, CVE correlation, and automated report generation.
Try the free DIY Recon Toolkit, or browse everything on GitHub.
How I work
Authorized & ethical
Every engagement requires written authorization. No testing without explicit owner permission.
Evidence-based
Every finding ships with proof — screenshots, requests, and reproduction steps you can verify.
Business-context first
We translate technical exposure into impact your leadership and auditors actually understand.
Remediation-focused
You get a prioritized roadmap and verification steps — not a raw scanner dump.
Curiosity first, precision second
Alongside security, I've spent two decades producing music as Don Trabajo under Proxima Centauri Productions LLC — the company behind Prox Offensive. That creative foundation shapes how I approach offensive work: curiosity first, precision second, and clear storytelling in every report. Security findings only matter if you can understand and act on them.
Want senior eyes on your exposure?
Book a short call and we'll scope the right engagement for your needs.