High-energy, customer-centric, extreme-ownership leader.

Sr. Director, PM — Inorganic Growth & Market Evangelism

Lead a portion of company M&A and partnership strategy. Meet regularly with founders to evaluate tech & teams, run due diligence, and lead negotiations and alignment — then bring partnership-derived products to market.

Founder, Product Lead & Sole Engineer (concurrent)

Founder of The Cyber Toolchain, an LLM-native intelligence system for the security tooling market — 'the security tools worth your attention.' It monitors 835 open-source and commercial tools for new capabilities and publishes a daily newsletter, a paid analytics product, and a public dataset. Designed, built, and operated solo with agentic coding tools.

• ▸Shipped over 500,000 lines of tested Python across 8 interlocking repositories — ~6,900 tests, test-driven throughout — with Claude Code as the primary development surface.
• ▸Built the evaluation layer the product depends on: LLM-as-judge output scoring, gold-set precision/recall gates that block publication below threshold, and a replay benchmark scoring candidate models against 1,001 real production input/output pairs — including a frontier-vs-open-weight bake-off on production prompts.
• ▸Engineered grounding controls against model failure: a structural verbatim-evidence guard, a pre-publish critic that re-fetches every cited source, and full provenance on each published fact.
• ▸Built a security dataset mapping 263 ATT&CK techniques, 1,125 CVEs, and 206 threat actors to D3FEND and CIS Controls, plus source-level analysis of a 522-repository mirror.
• ▸Stack: Python (pytest, Hypothesis) • Claude Code primary, Codex secondary, OpenCode third • frontier and open-weight models (Qwen, GLM, Kimi) • containers, microVMs, Docker Sandbox and nono for agent sandboxing • AWS.

Sr. Director, PM — Innovation (Exposure Management)

Headed planning and launch of the Command platform and the Exposure Command family.

• ▸Generated the largest post-launch pipeline in company history — $40M+ within three months.
• ▸Finished 237% over the ARR goal; product became Rapid7's dominant land & expand VM offering.
• ▸Achieved a Leader position in Gartner's inaugural Exposure Assessment Platform Magic Quadrant (2025).
• ▸Led analyst relations for the launch — briefed and built relationships with Gartner, Forrester, IDC, and other industry analysts.

Sr. Director — SOAR Business Leader (P&L)

Led and managed the P&L for a ~100-person organization across engineering, design, product, and operations.

• ▸40% revenue growth, 6% CRR increase, and a 73% improvement in Expenses-to-Revenue.
• ▸88% employee retention (14% increase, 10% above company average).
• ▸Scaled a UK engineering team — 28 hires in 6 months (50% growth) — with only 1 attrit in 2 years.
• ▸80% decrease in service degradations through investment in quality & operations.

Director — Integration & SOAR Engineering

Responsible for 3rd-party integrations across the Rapid7 portfolio. Led engineering, product management, roadmap, and strategy, partnering regularly with Strategic Alliances on high-impact integrations from top partners.

Head of Security & Alliances / Field CTO

Founding security member of an early-stage Boston cybersecurity startup acquired by Rapid7 in 2017. Effectively Field CTO, Security Leader & Integration Leader.

• ▸Built a secure platform and security-automation use-cases while contributing to the product itself.
• ▸Hired a team of ~30 engineering and technical-writer contractors for content, integrations & use-cases.
• ▸Engaged customers on pre- and post-sales to create value.

Security Engineer — National Center for Supercomputing Applications

Performed cybersecurity at scale, defending one of the world's fastest supercomputers.

• ▸Among the first teams to implement security automation and ChatOps to handle alert volume.
• ▸Network traffic & log analysis, incident response, and development of monitoring & IR tools.
• ▸Member of the NSF-funded official Bro/Zeek NSM team, focused on video and conference training.

Founder & Owner — Cybersecurity & IT Consulting

Owner of a boutique cybersecurity and IT consulting company specializing in information security training, with customers in the Fortune 500.

Head of IT & Security

Led the technology department for a retail company with 4 locations, a call center, and an online store. Instituted infosec policies, achieved PCI DSS compliance, and operationalized a vulnerability management & network-security-monitoring program.