Experience

Infrastructure & Security Engineering • May, 2025 - Present

Self-directed infrastructure and security work, shipping open-source tooling via heavily LLM-assisted development – directing architecture, reviewing output, and debugging the results.

  • Built agentpen, a Linux confinement wrapper for LLM coding agents (bubblewrap, network namespaces, nftables, seccomp) – run an agent against an untrusted repo without exposing credentials or the wider system.
  • Built and shipped WhoAreWe, an Android app for pairwise TOTP identity verification between family members – a countermeasure for voice-cloning scams.
  • Run a NixOS-based homelab as a production environment: declarative infrastructure-as-code, self-hosted services, monitoring, and backups/DR, including a self-hosted git forge with GitHub as mirror.
  • Daily practitioner of agentic development workflows (Claude Code et al.), with an emphasis on sandboxing, review discipline, and secure adoption.

Senior Security Engineer • June, 2021 - May, 2025

Handled identity and access management for GitHub’s workforce, coordinating closely with HR, Legal, IT, and incident response teams.

  • Managed the company-wide entitlements platform and maintained security across countless internal and external services.
  • Pushed for disaster recovery on identity (LDAP) infrastructure that had been neglected for years, built an interim backup, and got management buy-in. The formalized DR plan was eventually built after I left, based on this groundwork.
  • Built custom ruby tooling (a JIT LDAP provisioner for temporary access, chatops integrations, etc) to make day-to-day security operations less painful.
  • Built tarball-based deployment paths for critical tooling, eliminating a circular dependency on GitHub’s own availability during outages.
  • Migrated ~8 years of accumulated security operations code and docs during a major reorg, mostly without anyone noticing.
  • Moved 100+ repositories from legacy Jenkins to GitHub Actions.
  • Coordinated employee offboarding with HR and Legal, and was on the critical path for incident response – emergency access revocation, secrets rotation, urgent action.

SRE/Devops Manager • October, 2019 - October, 2020

Led SRE/devops and a small Data Services team for a non-profit CRM SaaS platform on GCP, during an acquisition-period stretch with limited investment in production engineering.

  • Executed a long-deferred major Postgres version upgrade on production.
  • Stood up on-call rotation and public status page where neither existed.
  • Automated the Data Services team’s manual import and sanitization work, eliminating recurring error-prone manual work.

Director of IT/Security • September, 2015 - September, 2019

Modernized infrastructure and cleaned up security for an Alibaba-backed e-commerce platform with a small team spread across the US and Romania.

  • Migrated the production stack from leased bare metal to Alibaba Cloud, introducing terraform and modernizing configuration management throughout, despite limitations of both terraform and alibabacloud. Shut down the on-premises datacenter afterward, materially reducing infrastructure spend.
  • Fixed critical security gaps left by previous operations: unsegmented network tunnels between offices and production, unauthenticated database access, passwordless root credentials scattered around the environment.
  • Replaced a flaky hardware SSL VPN with OpenVPN, bringing VPN management into infrastructure-as-code and letting the distributed team self-serve access.
  • Built properly segmented VPCs for production, development, and intranet – network isolation that simply hadn’t existed before.
  • Pivoted from what i was originally hired to do (security-focused mandate) to the infrastructure overhaul the company actually needed (helping fix, modernize and secure things from basically all angles)

Earlier career

COO & Systems Engineer • 14 years

Eleven years as COO of CentreSource, a web and application development agency (30-50 employees, ~$3-5M revenue) – P&L, financial reporting, contracts, forecasting, and a small operations team. Built the agency’s web development practice through PHP/Rails/early-mobile shifts, and built and profitably ran a managed anti-spam/email-filtering product on the side.

Before that, sole systems engineer at Education Networks of America, a state-wide K-12 network (250,000+ computers, one million users): migrated 60,000+ email accounts off a DEC Alpha OpenVMS system to a Linux stack solo, designed redundant anycast DNS for nearly 500 domains with automated validation so network engineers could self-serve changes, and automated router configuration management – version control for infrastructure before that was a term of art.

Skills

Infrastructure & Cloud: AWS, GCP, alibaba cloud, proxmox, vmware, terraform/opentofu, kubernetes, docker/compose

Configuration & Automation: ansible, puppet, make, ci/cd (github actions, jenkins, et al.)

Observability & Monitoring: nagios, grafana, datadog, splunk, pagerduty

Security: IAM/access management, SSO/identity protocols (SAML, OAuth/OIDC, SCIM, Okta), TLS/PKI (letsencrypt, digicert, et al), secrets management (vault/openbao), VPN (wireguard, openVPN, IPsec), vulnerability/secret scanning (trufflehog, grype, dependabot/renovate, etc)

Networking & DNS: TCP/IP fundamentals, DNS infrastructure (NSD, unbound, BIND), firewall design (openbsd/pf, iptables), reverse proxy/edge (traefik, cloudflare), enterprise network hardware (F5 BIG-IP, Cisco, Juniper)

Languages & Scripting: bash, python, ruby, SQL, git

Systems & Data: linux (ubuntu, debian, nixos, RHEL/CentOS), openbsd, postgresql, mysql, mongodb, openldap, redis

Practices: declarative infrastructure-as-code, gitops, containerized/reproducible environments, disaster recovery

LLM-Assisted Engineering: LLM-assisted development and automation -- advocate for secure, deliberate and intentional adoption.