David Pinkerton

David Pinkerton

Brisbane, Australia

Systems thinking applied to servers, sats, and sets. CIO building self-hosted infrastructure and Bitcoin systems. Product release Q2 2026.

I build and maintain resilient self-hosted infrastructure—from bare-metal Proxmox clusters to containerized microservices—with a focus on security, automation, and operational simplicity. Currently CIO at Escape Hatch, leading infrastructure and product development toward a Q2 2026 release.

My background spans hands-on infrastructure engineering, cybersecurity consulting (ISO 27001, NIST, Essential Eight), and the Bitcoin industry. I thrive on strategic technical work: architecting systems, solving complex problems, and shipping products.

My background includes a PhD in organic chemistry and 5+ years as a medicinal chemist, which shaped my systematic approach to problem-solving. I transitioned through the Bitcoin industry (Swyftx, Australia's Bitcoin News) before focusing on cybersecurity and infrastructure.

Certifications

  • CompTIA Security+
  • CompTIA Network+
  • Azure Fundamentals
  • Essential Eight Assessor

Education

  • PhD Organic Chemistry
  • Australian National University
2025 — Present

Chief Information Officer

Escape Hatch
Leading infrastructure and product development for a Bitcoin-focused company. Building on open source software with product release targeted for Q2 2026. Responsible for architecture decisions, DevOps automation, and security hardening.
2023 — 2024

Cyber Security Consultant

CyberCX
Delivered 30+ security assessments across ISO 27001, NIST, and Essential Eight frameworks for clients in finance, healthcare, and government. Developed BCP/DRP plans and collaborated on threat intelligence initiatives.
2022

Editor in Chief

Australia's Bitcoin News
Bitcoin-only publication covering the Australian ecosystem of developers, educators, and entrepreneurs.
2022

High Value Account Manager & Bitcoin Specialist

Swyftx
Managed high-value client relationships at one of Australia's largest cryptocurrency exchanges.
2013 — 2022

Medicinal Chemist / Research Associate

UniQuest & University of Queensland
Natural products synthesis including total synthesis of gedunin and (+)-EBC-329. Published research on complex molecule construction.

Infrastructure

Proxmox VE ZFS Ceph LXC QEMU/KVM High Availability

Networking

HAProxy Caddy Tailscale WireGuard mTLS DNS

Authentication

OAuth2/OIDC oauth2-proxy SSO Passkeys WebAuthn

Automation & AI

Docker Ansible n8n Claude API Shuffle SOAR Bash Python REST APIs

Bitcoin/Lightning

BTCPay Server LND Electrs Multisig SMSF Verification

Security Frameworks

ISO 27001 NIST CSF Essential Eight BCP/DRP

CertainKey — Bitcoin Verification for SMSFs

Bitcoin verification service generating audit-ready reports that prove balance and key control for self-managed super funds. Reports aligned with ASIC, ATO, and AASB 1056 requirements. Collaborated with Bitaroo on historical price data integration. Actively operating and onboarding clients.

Bitcoin Multisig Compliance SMSF

Client Onboarding Automation

Built the website for AC Personal Training with a complete automation workflow covering expression of interest, Cal.com booking integration, and automated pre-workout health questionnaire delivery via Docuseal.

Hugo Cal.com Docuseal n8n Webhooks

Enterprise Proxmox Cluster Migration

Standardized a 3-node Proxmox cluster to company naming conventions, migrated to company Tailscale tailnet with proper ACLs, and configured HA affinity rules for workload distribution.

Proxmox Tailscale Corosync HA

Edge Proxy Architecture

Deployed HAProxy/Caddy edge proxy stack with oauth2-proxy for SSO-protected access to internal services. Implemented group-based authorization and multi-backend routing.

HAProxy Caddy oauth2-proxy OIDC

Gatekeeper

Open-source tool for validating multisignature Bitcoin wallet cosigners. Confirms whether cosigners possess functioning keys by verifying they can produce valid signatures.

JavaScript Bitcoin Multisig Cryptography

AI-Powered Newsletter Digest

Automated system that processes school newsletters using Claude API to extract events, deadlines, and action items. Syncs to family calendar and delivers weekly email digests with prioritized information.

Claude API Python n8n Calendar Sync Email Automation

Shared BTCPay Server

I host BTCPay Server stores for others, providing Bitcoin and Lightning payment infrastructure without the complexity of running their own nodes.

Lightning Node Sharing

My Lightning node is available for receiving payments, helping others participate in the Lightning network without managing their own routing infrastructure.

Open Source Contributions

Recent contribution to SimpleX Chat fixing a WebSocket binding issue that prevented self-hosted deployment in Docker environments.

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Available for infrastructure consulting, security assessments, and fractional CIO engagements. View services →