

As a security leader, you know the value of stepping away from the desk to gain a fresh perspective. Rapid7 and Softcat invite you to join us for an exclusive day that challenges both the mind and the body.
We will kick off the morning at Softcat’s London office with an insightful, practitioner-led briefing on how AI is reshaping the modern threat landscape, featuring Alan Simpson, Field CISO at Rapid7. From there, we hit the road together: a 55-mile cycle through the Surrey Hills and South Downs to Brighton Pier—all to raise vital funds for Mind, the mental health charity.
Featured Briefing Speaker
Alan Simpson
Field CISO, Rapid7
Delivering frontline practitioner insights on navigating and securing the modern AI threat vector before wheels up.
Why Attend? Network with peer CISOs and security leaders, gain frontline insights into AI threat vectors, and conquer a classic cycling challenge for an incredible cause. This event is proudly co-hosted by Rapid7 and Softcat. It is completely free to attend; we just ask that each rider commits to a minimum £100 fundraising target for Mind.
Weather / Cancellation Policy
In the event of severe weather, a decision on whether to proceed will be taken on the day by the organising team in the interest of rider safety. Registered participants will be notified directly.
This is an unsupported road ride. Rapid7 and Softcat accept no liability for personal injury, loss, or damage, and there is no dedicated support vehicle. Participants must remain highly safety-aware throughout the route and are strictly responsible for bringing their own safety equipment and spares. Riders should be regular cyclists who are comfortable riding 55 miles on open roads.

Field CISO UKI, Rapid7
Alan works directly with security leaders across the UK to navigate today's complex threat environment. Having built his career at the sharp end of enterprise security—including extensive experience as a CISO in the heavily targeted financial services sector (most notably at Liverpool Victoria)—Alan brings a rare practitioner's perspective. He will draw on this frontline experience to explore how AI is altering the threat landscape and exactly what security leaders need to do about it.
Please register below:
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