Simon Chapman

Offensive security leadership adviser

I help offensive security teams turn strong technical work into delivery clients can understand and trust. My focus is the leadership, judgement, communication, and working practices that allow pentest teams to grow without becoming fragile.

Read Simon’s articlesLinkedIn profile
Portrait of Simon Chapman

Practical ideas for stronger pentest teams.

I write about the delivery problems around good technical work: judgement, communication, QA, leadership pressure, and the habits that help a team scale.

Areas of expertise

My work at Conversec concentrates on what happens around the testing itself: how teams make decisions, maintain quality, develop consultants, and keep delivery dependable as they grow.

  • Penetration testing team performance
  • Offensive security delivery leadership
  • Penetration testing quality assurance
  • Consultant development
  • Client communication and reporting

How I write

Most articles start with a delivery problem I have seen teams wrestle with. I use standards and primary guidance where they add useful context, then bring in the practical judgement that comes from working with offensive security teams.

The aim is simple: give you a clear answer, explain the trade-offs, and leave you with something useful for the next team or client conversation. I review articles when the guidance—or my view—changes.

Topics Simon writes about

Build an offensive security team that clients trust and leaders can scale.

Explore practical guidance or talk to Conversec about a live delivery or leadership pressure.