Custom software and AI automation for North American mid-market operations
Pentabay is a 11–50 person software shop in Milton, Ontario, selling bespoke platforms, mobile apps, and workflow automation to mid-market leaders in the USA and Canada. Their tech stack spans full-stack web (Django, FastAPI, React-adjacent) and cloud infrastructure (AWS, Azure, GCP), paired with heavy security tooling (Burp Suite, Nessus, CrowdStrike, Metasploit, Splunk). Active hiring leans into security (3 open roles) and engineering (3 roles, all mid-level or above), with documented focus on shifting security left in CI/CD and compliance (SOC 2, ISO 27001, HIPAA) — a signal they're either building compliance-first products or hardening their own delivery pipeline.
Pentabay develops custom software, AI-integrated platforms, and workflow automation for operational efficiency. They sell to ambitious mid-market leaders across the USA and Canada, with a stated focus on custom AI integration, hyperautomation, and mobile/web solutions. The firm also maintains Trackme, an employee monitoring and performance-reporting product positioned for the North American market. Their operational footprint is small (11–50 employees) but highly technical, with distributed hiring in India. Service delivery appears project-based, centered on bespoke builds and integration work.
Full-stack: Python (Django, Flask, FastAPI), PostgreSQL and MySQL, AWS/Azure/GCP, Docker, and security tools (Burp Suite, Nessus, CrowdStrike, Splunk). Frontend: Figma and Adobe Creative Cloud.
Shifting security left in CI/CD pipelines and compliance initiatives (SOC 2, ISO 27001, HIPAA). Also maintains Trackme, an AI-driven employee monitoring and performance-tracking platform.
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