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Roundtables

Xpertise have an established series of Roundtables, held in collaboration with some of the UK’s leading technology clients.

Upcoming events

Xpertise

Covering a plethora of topics such as How to become an effective CISO, Insights in to Transformational Leadership, Navigating to the top and much more.

We offer a confidential, inclusive environment, where every participant has an equal opportunity to engage and share their perspectives. The feedback we have received is that these generate thought-provoking conversations and foster the exchange of valuable insights on industry-relevant topics and market trends. It is also a great opportunity to listen to other industry leaders’ views and share experiences to help support one another.

AI & Modern Operating Models: From Experimentation to Real Progress

An exclusive, invite-only roundtable for insurance sector leaders, focusing on practical AI implementation and operational modernisation.

Facilitated by Matt Pasterfield, this will be a relaxed, Chatham House rules discussion combined with a wine-tasting experience.

We're excited to invite you to an exclusive Roundtable designed specifically for insurance sector leaders. This unique event brings together senior technology & operations executives to discuss the practical realities of implementing AI and modernising operations - without the usual hype or vendor pitches.

As a leader in the insurance industry, you're navigating complex questions about how to move from AI experimentation to tangible business value, while modernising workflows without disrupting day-to-day operations. This roundtable is designed to facilitate honest, peer-to-peer conversations about what's actually working, what's not, and what's realistic for the next couple of years.

The discussion will cover:

• Where AI and automation are actually adding value in day-to-day insurance operations

• How insurers are modernising workflows and operating models without causing internal chaos

• The practical blockers leaders are encountering on both the technical and cultural fronts

• What "good" looks like in the next 2-3 years - not the next decade

This is a rare opportunity for insurance technology leaders to connect with peers facing similar challenges and share insights in a completely off-the-record environment. Facilitated by Matt Pasterfield, the session will be relaxed and conversational - no presentations, no sales pitches, just genuine exchange of experiences and strategies.

The roundtable will be held under Chatham House rules, allowing for open and frank discussion. To make the experience even more engaging, we'll be incorporating a wine-tasting element into the afternoon, creating an informal atmosphere that encourages genuine conversation.

With several CIOs, COOs and CDOs from leading insurers already expressing interest, this event is shaping up to be a must-attend for senior technology leaders in the insurance sector who want to move beyond the hype and tackle the real challenges of digital transformation.
 

Don't miss this opportunity to shape the future of insurance technology with your peers!
 

Contact Barry Collyer for more information on barry.collyer@xpertise-recruitment.com

  • 18/03/2026

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Xpertise Recruitment have organised and sponsored 100’s of tech community events across the UK. Covering a plethora topics such as, exploring cognitive diversity in teams, what keeps the Data Leader up at night, sustainable technology, AI post deployment and much more.

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We know our markets

We are up to date with emerging technologies and market trends; we lead the way in sharing this knowledge with candidates and clients.

Richard Harrison

UK Managing Director, Midlands

Julian Harrison

Executive Director - Global Technology, Data & Transformation, Directors

Phil Brindley

Associate Director, Midlands

Andrew Scholes

Regional Director, Manchester

Joseph Evason

Data Recruitment Specialist, Manchester

Our team

Our attendees say

Great event and thankyou for organising it. The location worked well and fitted with the theme.

Vice President Data Engineering and Software

10/10 would attend another one of your events, very interesting content and attendees.

Chief Technology Officer

It was good to share experiences on the topic of M&A and Tech leadership in PE backed businesses and learn from others in a similar environment.

Chief Technology Officer

I had a very productive time during the Bolton School Event and would definitely like to attend the next years event as well. I did meet some excellenet practitioners with great thought leadership and deep expertise in their respective fields.

Chief Information Officer

Chief Information Officer

Chief Information Officer

The choice of speakers was also really good. It wasn't a bunch of buzzword spouting people trying to promote their business interests. They were really interesting people, with a range of real world experiences, who were passing on their experience in a relaxed manner.

CTO / Technical Director

I really get some good value from attending the events. Barney Kent was fantastic as he delivered his session with insights and actions for the audience to take away and consider when in those situations.

Senior Director -Software Engineering & Shared Services

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