Revenue Operations Technologist

Robert Woll

@robbhimself

Building the bridge between operational excellence and technical innovation

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About

Senior Manager of Revenue Operations at Greenbrook Mental Wellness Centers, where I oversee benefits investigation, eligibility, and authorization teams across 15 states. I architect the data infrastructure and reporting systems that drive executive decision-making.

What sets me apart is my dual fluency in business operations and software engineering. I don't just identify operational inefficiencies — I build the technical solutions to eliminate them. From automated penetration testing frameworks to AI-powered game engines, I apply engineering rigor to every problem I encounter. I even self-host my own infrastructure — this site runs on a hardened VPS with Docker, Caddy, and Cloudflare behind a custom auth gateway.

My trajectory from consult coordinator to senior management in under three years — through two company acquisitions — reflects an ability to create value that transcends organizational change.

Rapid Advancement 3 promotions in under 3 years
🔒
Security Mindset Top 0.1% globally on TryHackMe
🛠️
Full-Stack Builder Built Vantage — a universal cross-database reporting tool with ML-assisted joins

Skills & Expertise

Operations & Analytics

Revenue Cycle Management Benefits Investigation Authorization Workflows Power BI Salesforce Process Automation Team Leadership

Development

Python Flask JavaScript SQL Docker Git Linux REST APIs

Cybersecurity

Penetration Testing Active Directory Web App Security Privilege Escalation Network Enumeration CTF Competitions Kernel Exploitation

Certifications & Training

Salesforce Platform Admin (In Progress) CompTIA Security+ (In Progress) Microsoft PL-300: Power BI Data Analyst (Planned) Salesforce Developer I (Planned) AWS Solutions Architect - Associate (Planned) AWS AI Practitioner (Planned) AWS Certified GenAI Developer - Professional (Planned) TryHackMe Top 0.1%

Projects

🧠 Complete

BrainDump

Full-scale productivity platform with 37,500+ lines of code. Integrates with Power BI, Salesforce, and multiple database systems. Combines task management, analytics dashboards, and workflow automation into a unified daily-driver interface.

Flask SQLite JavaScript Power BI Salesforce
🎲 Active

Bardic AI

AI-powered D&D Dungeon Master with full voice I/O pipeline. Uses Whisper for speech-to-text, Qwen 2.5 for narrative generation, and Coqui TTS for voice output. Features push-to-talk, real-time dice mechanics, combat HUD, and a custom D&D 5e rules engine.

Python Whisper Qwen 2.5 Coqui TTS Flask
🔥 Active

GarbageFire

Automated penetration testing framework with 22,000+ lines of code. Uses a machine learning-inspired development approach — tested iteratively against CTF rooms to build robust, adaptive exploitation chains for boot-to-root automation.

Python Bash Nmap Metasploit
⚔️ Complete

GoalQuest

Gamified goal-tracking application with RPG-style progression. Features kingdom building, habit streaks, quest leveling, and achievement badges to drive consistent personal growth.

Flask SQLite CSS Animations
🤖 Complete

Claude-Army

NPM package for orchestrating multiple Claude Code agents in parallel. Dispatch tasks to autonomous background agents with full CLI capabilities for large-scale development workflows.

Node.js NPM Claude API
🥋 Active

Neural Net Dojo

Gamified learning platform for neural network concepts. Interactive challenges and visual skill trees that transform complex ML theory into hands-on exercises.

Flask TensorFlow D3.js

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