LegalTechTalk 2026: Legal Careers, Networking and the Future Lawyer - Oliver Haddock - E06
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What is the purpose of Legal Tech Talk 2026 and who is hosting this minisode?
What happens when the brightest minds in legal, technology, and innovation come together to shape the future of our profession? Welcome to the Legally Speaking podcast Legal Tech Talk 2026 miniseries. As the UK's number one legal podcast and show ranked in the top 1% of podcasts globally, we're delighted to be returning as the official media partner for Legal Tech Talk for the third time. This event since the beginning, we've witnessed firsthand how it has become Europe's largest legal technology conference bringing together the people, ideas, and innovations transforming the legal industry. Across this special series, we'll be speaking with some of the world's leading legal professionals, founders, technologists, change makers to explore what's next for law.
Because our mission remains the same. Inspiring legal minds, transforming legal futures. Let's get into it. Hello everyone and welcome to the Legally Speaking podcast sponsored by Cleo, recording live here at Legal Tech Talk 2026 in London. Joining me now is a very special guest. Please kindly introduce yourself, name, title and organisation.
Well firstly it is fantastic to be back. It is Ollie Haddock here. Um I am no longer, since it's the first time or the last time I was on this podcast, a full-time fee earner. So I now split my time between uh innovation and indeed a little bit of fianning still at Waitemans. Uh and I also run and a founder of the Careers Edit. You absolutely are.
Yes, Ollie was the very, very first guest of the Legally Speaking podcast. So please go back to the very first episode of the show. Still the most listened to episode. I'll I will have that on my gravestone. Absolutely. And we j in all seriousness we appreciate your support and collaboration back then and we've stayed good friends and this stuff you've been doing is incredible and love what you're doing with the Careers Edit and highly encourage folks to go and check it out and we'll share the links at the end. I w I would
also say so that
first
episode was about legal community I think was kind of the title. Yeah. And what I would say is since then yourself and, you know, a wider group of names that will know if they're listening to this have supported each other so much through our careers. We've all kind of shifted slightly, I think everything that we were doing back then, you know, we've all developed our careers slightly from then and and we've definitely supported each other through. So that community that we talked about five years ago has stayed very strong.
Absolutely, we is greater than me, as many of our guests will know.
What does Oliver Haddock identify as the biggest shift law firms must address today?
Okay, this conference is a lot around transformation. So in your view, what's the single biggest shift happening right now in the legal industry that leaders can no longer afford to ignore?
Don't know whether this is the single biggest shift, but this is certainly the one thing that I flag whenever I'm having conversations with my innovation hat on, which is we're all here listening to hundreds and hundreds and hundreds of talks about AI, legal AI. Um for me, culture and people are if not as important but more important than the tech. So part of my role we call it uh the firm Hearts and Minds. Um so just educating someone on a piece of tech is not good enough. You have to try and change the culture and and and lawyers for very good reason are set in their ways, we're risk averse, um we have b and that and that's for very good reasons. So a corporate lawyer has built their systems to avoid making a mistake.
A litigator has built their systems and their processes to avoid missing a deadline. So that's why we don't like change and that's a very sensible. So when a new piece of tech comes along, obviously the initial instinct is eek. So as I say, it is for me, we can all sit and listen to all these talks about the great features that all these uh programs have, but the big bit that we need to get hold of, or as a law firm owner or as someone in the innovation team, we need to help or start changing that culture, get people open minded to it, make people feel as though they can try it without feeling pressure, all that sort of thing.
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Chapters
8 chapters
1
What is the purpose of Legal Tech Talk 2026 and who is hosting this minisode?
0:00–2:20
2
What does Oliver Haddock identify as the biggest shift law firms must address today?
2:20–4:37
3
How does Oliver explain the importance of culture change versus pure AI hype?
4:37–7:12
4
Why do longer pilot programmes matter for proving ROI on legal tech?
7:12–8:59
5
What human‑focused benefits can legal innovation bring to lawyer wellbeing?
8:59–11:02
6
How does Waitemans’ Transport‑Manager‑Comply product illustrate the future of law firms?
11:02–13:44
7
What single action should law‑firm leaders take in the next 90 days?
13:44–15:47
8
Why does Oliver say networking and personal branding will separate tomorrow’s legal leaders?
15:47–17:20
Speakers
1 identifiedMore from Legally Speaking Podcast
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