Information Matters with AI with Jacqueline Stockwell

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Defensible Deletion in the Age of AI: What Should We Keep and What Can We Let Go?

AI is changing the way organisations think about information.

For years, many organisations have adopted a "keep everything just in case" approach because storage was cheap and deletion felt risky. But in the age of AI, keeping everything may create more risk, not less.

In this episode, Jacqueline Stockwell is joined by Andrea McIntosh to explore the concept of defensible deletion and why it has become a critical...

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Is Microsoft Copilot ruining your data security, or did it just find the messy cupboard you’ve been ignoring for years?

In this episode, host Jacqueline Stockwell is joined by Andrea McIntosh, General Manager for Global Operations at Leadership Through Data. With over 25 years of experience across IT and Information Management, Andrea breaks down why AI isn’t creating new permission problems—it’s simply making existing oversharing visible. 

Together, Jaki and Andrea explore the fine line between tech access and genuine information ownership, how privacy, eDiscovery, and records managemen...

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Is Microsoft Purview really a compliance tool, or is it the missing piece in your AI readiness strategy?

In this episode of Information Matters with AI, Jacqueline Stockwell is joined by Microsoft Purview specialist Kunal Kankariya to break down one of the most misunderstood platforms in Microsoft 365.

Many organisations invest in licences, deploy a few labels, and assume they are ready for AI and Microsoft Copilot. The reality is very different.

Jacqueline and Kunal explore how organisations can use Microsoft Purview to understand, govern, and protect information...

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Copilot isn’t “making your organization look bad” by accident. It’s doing something far more uncomfortable: showing you, in seconds, what your information management has been hiding for years. When Microsoft Copilot gives a confident but wrong answer, the root cause is often sitting in plain sight, like duplicate policies, stale documents, unclear ownership, or content that never should have been kept in the first place.

We talk through a real case where a chatbot pulled the wrong bereavement policy because two versions existed, then connect that lesson directly to Copilot...

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In this episode of Information Matters with AI, hosted by Jacqueline Stockwell, CEO and Founder of Leadership Through Data, international bestselling author of Blooming Good Information Management, and award-winning information management and AI readiness specialist, Jacqueline is joined by John Woolley, Founder of Wolf Not Sheep, transformational leader, and change specialist.

Together they explore what it really takes to lead change in an increasingly AI-driven world, why influence matters more than authority, and how leaders can create pull rather than push when driving organisational transformation. 

In this episode, Jacqueline a...

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In this episode of Information Matters with AI, host Jacqueline Stockwell is joined in the studio by Sharon and Gemma for Part 2 of a discussion on the realities of bringing artificial intelligence into the workplace. While AI enthusiasm is at an all-time high—shifting rapidly from Large Language Models (LLMs) to task-driven AI agents—many organizations are discovering that AI acts as "search on steroids," exposing underlying issues in unmanaged data. 

Jacqueline, Sharon, and Gemma break down:

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"Everybody wants AI, but nobody wants records management." It is a phrase heard constantly across the industry—so why are organizations still treating information management like an afterthought? 

In this episode of Information Matters with AI, host Jacqueline Stockwell is joined in the studio by Information Governance Manager & DPO Sharon Locke and Information Governance Officer Gemma. Together, they peel back the layers on why Information Governance (IG) remains one of the most misunderstood functions in the corporate world, how data growth is stretching organizations to their limits, and why getting senior lea...

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What happens when you stop trying to lead like everyone else and start leading as yourself?

In this episode of Information Matters with AI, Jacqueline Stockwell sits down with leadership and communication expert Renee Walker to explore authenticity, self-awareness, DISC personality profiles, and why understanding yourself is one of the most important leadership skills you can develop. During the conversation, they discuss authenticity, being yourself, communication styles and DISC profiles. 

From understanding how different personality styles influence workplace relationships to building confidence in your own l...

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Everyone is talking about AI, but why are so many organisations still struggling to see real business value?

In this episode of Information Matters, Jacqueline Stockwell sits down with Thaija Dickerson, Co-Founder of Contract IQ, data scientist, and author of 10X Contract Value, to explore the missing link between data, governance, contracts, and business outcomes. 

Together they challenge the idea that more data automatically leads to better decisions and discuss why organisations need decision-ready intelligence, not just dashboards and reports. They explore how c...

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Everyone is talking about AI, automation and the latest technology.

But what if the real challenge isn't the technology at all?

What if the biggest barriers to success are culture, behaviours, information practices and the way people work?

In this episode of Information Matters with Jacqueline Stockwell, I sit down with industry expert Jesse Wilkins for a thought-provoking conversation about why organisations often focus on technology before fixing the foundations that technology relies upon.

Together, we explore:

✅ Why technology alone rarely solves organisational pr...

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What happens when the host becomes the guest?

In this special episode of Journals of the Information Entrepreneur, Andrea McIntosh takes over the host's chair and puts Jacqueline Stockwell in the hot seat for an honest, unfiltered conversation about entrepreneurship, leadership, resilience and what it really takes to build a business in today's economy.

As a dyslexic entrepreneur, bestselling author and founder of Leadership Through Data, Jacqueline shares the highs, the lows and everything in between. From writing to the BBC, ITV and Netflix, trying to partner with Microsoft...

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Turning on Microsoft Copilot is easy—the real challenge is what happens next. In this episode, host Jacqueline Stockwell sits down with Microsoft MVP Kevin McDonnell to dissect the massive "wake-up call" organizations face regarding information hygiene, oversharing, and data permissions. 

We talk about the newly introduced Copilot CoWork (Microsoft’s pay-as-you-go credit service), the real cost of automation, and how to deal with redundant, obsolete, and trivial (ROT) data before your AI references a draft policy from 2018. If you are wondering how the role of the knowledge manag...

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Are your business users actually opening your data dashboards, or are they getting lost in a sea of rows, columns, and overcomplicated metrics?

In this episode, host Jacqueline Stockwell sits down with Power BI and Fabric specialist Duncan Boyne to bridge the "messy middle" between heavy data engineering and real-world business decisions. Duncan shares his unconventional approach to data storytelling—including why he asks clients about their favourite addictive smartphone apps to design better dashboards.

We also dive deep into how data and compliance professionals can stop waiting for of...

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What if the biggest barrier to your success as a leader isn’t your workload, your organisation, or even your strategy… but your mindset?

In this episode, Jacqueline Stockwell sits down with Rachel Hudson, an NLP coach, clinical hypnotherapist, and mindset specialist, to explore how leaders can break free from limiting beliefs and step into a more empowered way of thinking and leading.

Together, they unpack the concept of generative change — moving beyond quick fixes to creating deep, lasting transformation in how you think, feel, and act.

For in...

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What does it look like to lead with kindness and honesty in the fast tech world? 

In this episode, host Jacqueline Stockwell talks with Peter Rising. Peter is a Senior Partner Cloud Solution Architect at Microsoft, a writer, and a YouTuber. He knows a lot about technology, but that is only part of his story. He also stands up for women in tech, cares deeply about mental health, and is an autism dad. Peter has Tourette’s syndrome, and he talks openly about his journey to show that leaders can look dif...

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What happens when global associations stop competing… and start collaborating?

In this episode of Journals of the Information Entrepreneur, I’m joined live from the IRMS Conference by John Chambers, Chief Executive of the Archives and Records Association (UK & Ireland).

We talk into a powerful conversation about:

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In this episode, Jacqueline Stockwell sits down with Nikki Chapple—Principal Cloud Architect, double Microsoft MVP, and award-winning speaker—to preview their highly anticipated panel at Experts Live London. 

With over 35 years of experience, Nikki shares her personal journey from a shy IT starter to a leading voice in data security and compliance. They dive deep into what it’s really like to be the only woman in a technical room, how the definition of "good governance" has evolved in the age of AI, and why inclusivity in tech is a respons...

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 We are LIVE from the IRMS conference floor in sunny (well, rainy!) Wales! 

In this episode, host Jacqueline Stockwell catches up with two absolute superstars who make the magic happen: Paulina Jedwabska (Conference Director) and Deborah Ward-Johnston (Revolution Events).

 If you think information management is just about dusty files, think again! We are breaking down how this year's event completely shook things up. From an incredibly moving performance by a local charity choir to an amazing "Enchanted Forest" gala dinner filled with secret quests and icebreakers, this year was all...

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Is the information professional of 2030 actually an AI Ethicist in disguise? In this episode, host Jacqueline Stockwell sits down with Paulina Jedwabska, Conference Director at the IRMS (Information and Records Management Society) and a leading voice in AI Governance. 

With a career spanning the Olympics, the ICO, and Magic Circle law firms, Paulina shares how the "thread" of data connects every sector—and why the IRMS network is the ultimate "secret weapon" for information leaders. We dive into the "cake" of AI governance, the pow...

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Did you know that five AI prompts consume the equivalent of a full glass of water? Most people associate carbon footprints with planes and cars, but our digital habits are leaving an equally massive—yet invisible—mark on the environment. 

In this episode, Jacqueline Stockwell sits down with Rachel Mitchell, Principal Consultant at Leadership Through Data, to peel back the curtain on Data Decarbonization. They dive deep into the physical reality of data: the cooling systems, the millions of gallons of water used by data centres, and the e...

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Is moving to SharePoint about a file store, a collaboration space, or a total transformation of how your organization breathes? According to digital systems expert Kylie Welch, it’s all of the above—and a massive change management journey. 

In this episode, Jacqueline Stockwell sits down with Kylie to demystify the complexities of Microsoft 365. With 15 years of experience building compliance frameworks and a unique perspective as a children’s book author, Kylie explains why the secret to a successful SharePoint implementation isn't a "Ferrari" of a system, but a practic...

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What happens when a government agency insists a document doesn’t exist—only to find it in their own basement years later? In this episode, we are joined by Andrea McIntosh to deconstruct one of New Zealand’s most significant records management failures: Daisley v Whangārei District Council.

This isn't just a legal case; it’s a cautionary tale about what happens when "corporate memory" fails and legacy paper files are treated as "invisible." We explore how a missing 1988 resource consent led to the financial ruin of a landowner...

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🛡️ The Data Protection Dungeon Master: Ralph O'Brien on Serious Privacy

Are you tired of being part of the "Department of No"? 🛑 It’s time to stop blocking projects and start building them.

In the latest episode of the Journal of the Information Entrepreneur, we sit down with Ralph O’Brien, a veteran with 25 years of experience in data governance. Ralph explains why privacy professionals must move away from being seen as "blockers" and instead become "builders" who help businesses find solutions.

In this ep...