Ironmark
iOS · Strength Training
A native iOS workout tracker with no accounts, no ads, and no subscription. One-time purchase, yours for good.
Projects
Things built for their own sake: a strength training app, a wildlife camera network, and a local AI stack.
Mt McCaulley Wildlife
Computer Vision · Conservation
A seven-camera network watching a Texas Hill Country spring. Motion-triggered captures are classified by species automatically, building a running census of everything that comes to drink.
Aria
Local Inference · Agents
A private model router that keeps routine AI work on local hardware and escalates to frontier models only when the task actually needs one.
Companies
Two ventures, both currently in stealth: systematic trading and AI-first security.
OR
Options Roamer
Algorithmic Trading · Fintech
AI-driven investment clearinghouse. Real-time signal processing, ML regime detection, and conviction scoring, all combined to generate and execute high-quality options trades autonomously. Built for precision at the speed of markets.
TS
Trailhead Security
Cybersecurity · AI Pentesting
AI-first penetration testing platform. Autonomous assessments powered by Cairn, covering web, cloud, Active Directory, and API attack surface, with CISSP-backed reporting. Professional-grade security made accessible.
Principal
Operator and builder. Two companies, one direction.
Brendon McCaulley
Seasoned operator and builder with an MBA and a career spanning financial technology and cybersecurity. Building AI-native companies at the intersection of finance and security, applying institutional-grade rigor to markets and professional-grade security to organizations that can't afford to be wrong.
Founded Options Roamer to bring systematic, ML-driven options trading to a private scale. Founded Trailhead Security to democratize professional penetration testing through AI-augmented autonomous assessments. Both companies share the same operating philosophy: if it's not measured, it doesn't exist.
Active in the North Texas security community. Approach: systematic, data-driven, and AI-augmented across both domains.