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Ride with Rapid7 & Softcat: London to Brighton Charity Cycle

In support of Mind

Mind Charity

The Event

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.

Donate & Fundraise on JustGiving →

The Details

Date: Wednesday, 2nd September 2026
Location: Softcat London Office [EC3A 7DH] to Brighton Pier
The Challenge: 55 miles | Unsupported Road Ride
Fundraising Target: £100 minimum per rider (Donate Here)
Capacity: Strictly limited to 22 riders

Agenda

09:00 | Arrival & Registration: Check in on the 9th Floor of Softcat London. Grab a coffee, meet the Rapid7 and Softcat teams, and connect with fellow riders.
09:15–10:00 | Expert Briefing: AI & the Modern Threat Landscape: An exclusive session with Alan Simpson, Field CISO at Rapid7.
10:30 | Wheels Up: The 55-mile journey from London to Brighton begins.
Mid-Route | Refuelling Stop: A structured break at The Archive Cafe to regroup and refuel.
~16:30 | The Finish Line: Arrive at Brighton Pier for a well-deserved post-ride celebration featuring classic fish & chips on the seafront.

Organising Contacts

Event Lead · Rapid7

Richard Murphy

Channel Account Manager

[email protected]

Partner Organiser · Softcat

Andy Hill

Softcat

[email protected]

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.

Important

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.


Presenter

Alan Simpson
Expert Speaker

Alan Simpson

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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Register Now

Agenda

Day Agenda

10 am - Arrival plus Coffee & Tea
10.30 am - Round Table Part 1
12.30 am - Lunch
 1.45 pm - Round Table Part 2
 3.45 pm - End

Round Table Agenda

The below agenda covers a 5 stage plan that will be drafted during the roundtable aligned to your business. The output will provide you with a draft Target Operating Model that will enable Cybersecurity to form part of your business process to maintain and manage the operational cost of Cyber Security and effectively manage risks for the business.
The plan will include but not limited to the below details: 

Stage 1 - Mapping your current Cybersecurity Operating Model and identifying gaps
Stage 2 - Understanding your non technical security challenges and mapping security technology to business process and operations
Stage 3 - Drafting of a Cyber security strategy with clearly defined objectives and goals
Stage 4 - Clearly define Cyber Security KPIs that will highlight technology, process and or people's effectiveness
Stage 5 - Drafting of Protection level Agreements to measure the effectiveness of operationalising cyber security

WEBCAST

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