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Lindsay Jessup

CEO

Talks about #AI, #M&A, #Operations, and #Leadership

Geeks Ltd

Lindsay is a visionary leader and “chaos cartographer,” pioneering digital evolution frameworks and scaling high-growth businesses in the AI era. With over a decade of AI and custom software solution expertise, she’s a trusted technologist across EMEA and North America. Her passion for transformative change drives her to build innovative teams, champion women in tech leadership, and seamlessly integrate AI—earning the trust of global business leaders.

Geeks Ltd

Talks about #AI, #M&A, #Operations, and #Leadership

Bio

Lindsay is a visionary leader and “chaos cartographer,” pioneering digital evolution frameworks and scaling high-growth businesses in the AI era. With over a decade of AI and custom software solution expertise, she’s a trusted technologist across EMEA and North America. Her passion for transformative change drives her to build innovative teams, champion women in tech leadership, and seamlessly integrate AI—earning the trust of global business leaders.

Geeks Ltd

Lindsay Jessup's latest insights

Episode 65: Christmas Special, 2025 Wrap-up Episode 65: Christmas Special, 2025 Wrap-up

We put our reputation on the line and asked an AI to grade our 2025 predictions. The result? A solid A. Join Matt, Dehan and Lindsay as they unpack these insights while attempting to construct a ‘minimalist’ gingerbread house.

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How to implement AI automation in your company How to implement AI automation in your company

AI automation can improve speed, cut manual work, and strengthen decisions. This guide shows how to implement it the right way by preparing your data, mapping processes, selecting the right tools, and scaling with measurable results.

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AI Governance: Building transparent and accountable systems AI Governance: Building transparent and accountable systems

AI governance ensures that artificial intelligence is developed and used responsibly. It connects innovation with accountability, helping organisations build transparent, compliant, and trusted systems.

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AI evolution vs Digital transformation: Why data strategy must come first AI evolution vs Digital transformation: Why data strategy must come first

Digital transformation often stalls without the right data foundation. This article explains the difference between transformation and AI Evolution, showing why a strong data strategy is the key to unlocking measurable ROI and long-term success.

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Zombie businesses and the leadership gap: Why AI is exposing the unfit Zombie businesses and the leadership gap: Why AI is exposing the unfit

Zombie businesses look busy but fail to innovate or scale. In the age of AI, leadership determines whether an organisation thrives or quietly decays.

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Episode 64: AI is exposing Zombie Businesses: A wake-up call for leaders Episode 64: AI is exposing Zombie Businesses: A wake-up call for leaders

In this episode of The Innovation Room, Lindsay Jessup sits down with Matt Bennett to uncover the warning signs of a zombie business, and what today’s leaders must do to avoid becoming one.

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The role of AI in digital maturity assessments The role of AI in digital maturity assessments

Digital maturity defines how ready an organisation is to innovate and scale in today’s economy. Yet many still rely on outdated, subjective assessments that fail to show the full picture. AI is changing that. By analysing live data, it delivers accurate, continuous insights that turn maturity from a static score into a strategic advantage.

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Why every business will have an AI agent layer within 3 years Why every business will have an AI agent layer within 3 years

AI agents are no longer experiments. They are becoming part of how teams work every day, automating tasks, accelerating decisions, and simplifying operations. This blog explores why almost every business will rely on an AI agent layer within the next three years and what leaders can do now to prepare.

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Custom AI software: Build what competitors cannot lease Custom AI software: Build what competitors cannot lease

Generative AI has made bespoke software both practical and affordable. Now, even mid-sized companies can create tools that think the way they work.

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Episode 63: Navigating the Chaotic Landscape of AI Implementation Episode 63: Navigating the Chaotic Landscape of AI Implementation

AI is reshaping business at lightning speed, but the journey’s not without some twists, turns, and team tensions. In Episode 63, we break down how to turn AI’s wild ride into a strategic win.

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Episode 62: How to practically and scalably uncover high-impact AI opportunities Episode 62: How to practically and scalably uncover high-impact AI opportunities

In Episode 62, Lindsay Jessup sits down with Lauren King, Head of Product Design at Geeks, to share a proven, data-driven approach to AI success.

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Episode 61: Where AI Meets Advisory for Global Expansion with Andrew Fahey Episode 61: Where AI Meets Advisory for Global Expansion with Andrew Fahey

In Episode 61 of The Innovation Room, titled "Where AI Meets Advisory for Global Expansion", Andrew Fahey, CEO of Briars Group, joins Lindsay Jessup, CEO of Geeks, to explore how AI is transforming global growth strategies.

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