Legally Speaking Podcast

Legally Speaking Podcast™
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Nov 1, 2025 • 17min

Clio Con Clips 2025 - Jonathan Watson & John Foreman - E04

Welcome to Clio Con Clips 2025, recorded live from Boston and proudly sponsored by Clio, the world’s leading legal technology company transforming the legal experience for all.In this double-bill minisode, we get to speak to both Jonathan Watson & John Foreman. Jonathan Watson, Clio’s Chief Technology Officer, and John Foreman, the company’s Chief Product Officer, are driving the next chapter of Clio’s innovation. With Jonathan’s eight years of engineering leadership and John’s product expertise from Mailchimp, they combine deep technical insight with a passion for simplicity and user experience. Together, they’re shaping Clio’s Intelligent Legal Work Platform — making legal technology more powerful, secure, and human-centred than ever before.So why should you be listening in? You can hear Rob, John and Jonathan discussing:- An Inside Look Into Clio’s Intelligent Legal Work Platform- From Chat to Action: How Clio’s AI Redefines Legal Productivity- The Data and Discipline Behind Vincent by Clio- Listening at Scale: Turning Global Feedback into Smarter Products- Clio’s Vision for AI Teammates Across the Legal WorkflowConnect with Jonathan Watson here - https://ca.linkedin.com/in/jonathanmwatsonConnect with John Foreman here - https://www.linkedin.com/in/johnwforeman
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Oct 30, 2025 • 21min

Clio Con Clips 2025 - Curt Sigfstead - E03

Welcome to Clio Con Clips 2025, recorded live from Boston and proudly sponsored by Clio, the world’s leading legal technology company transforming the legal experience for all.In the third minisode of this series, Curt Sigfstead returns as our guest. Curt is the Chief Financial Officer at Clio. He is responsible for managing Clioʼs financial affairs, including finance, accounting, capital, treasury, taxation, and corporate development. With over two decades of technology finance experience, he has held numerous senior finance leadership roles at companies including Clearco and J.P. Morgan. He sits on multiple nonprofit boards including C100, which supports Canadian technology entrepreneurs through investment and mentorship.   So why should you be listening in? You can hear Rob and Curt discussing:- Building for Today, Investing for Tomorrow- Driving Through the Fog: Leading with Clarity in Uncertainty- Going Beyond the Balance Sheet and Measuring What Truly Matters- AI in Action: Transforming the Finance Engine- Preparation Meets Opportunity: The Timeless Rule of FinanceConnect with Curt Sigfstead here - https://www.linkedin.com/in/curtsigfstead
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Oct 28, 2025 • 24min

Clio Con Clips 2025 - Ronnie Gurion - E02

Welcome to Clio Con Clips 2025, recorded live from Boston and proudly sponsored by Clio, the world’s leading legal technology company transforming the legal experience for all.In this minisode, we get to speak with Ronnie Gurion. Ronnie is the Chief Operating Officer (COO) of Clio, where he oversees global operations, strategy and organisational scaling for one of the world’s leading legal technology companies. With an impressive background at major tech innovators like Uber and Airbnb, Ronnie brings deep expertise in guiding high-growth organizations through transformative expansion. At Clio, he’s played a pivotal role in maintaining the company’s award-winning culture, driving international growth and leading strategic moves such as the acquisitions of vLex and ShareDo—marking Clio’s bold entry into the enterprise legal market. Known for his hands-on leadership style and focus on long-term impact over short-term gains, Ronnie exemplifies Clio’s mission to transform the legal experience for all.So why should you be listening in? You can hear Rob and Ronnie discussing:- How Clio Balances Growth with Focus and Culture- Enterprise Ambitions: Inside Clio’s Bold Leap Beyond SMB Law- The Culture and Hiring Philosophy Behind Clio’s Success- How ronnie Builds Winning Mindsets for Long-Term Impact- Charting the Future: Diversification, Integration, and the Road to IPOConnect with Ronnie Gurion here - https://www.linkedin.com/in/rgurion
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Oct 27, 2025 • 50min

Simplifying Complexity: How Definely Changes the Way Lawyers Work - Nnamdi Emelifeonwu - S9E34

On today’s Legally Speaking Podcast, I'm delighted to be joined by Nnamdi Emelifeonwu. Nnamdi is the Co-Founder & CEO of Definely. Named as 1 of the 50 fastest-growing tech companies, Definitely was founded by two former Magic Circle Lawyers. Nnamdi, a former Trainee Solicitor and Associate at Freshfields Bruchhaus Deringer, and his Co-Founder Feargus MacDaeid, set out to make legal documents more accessible with drafting, reviewing and understanding legal files.So why should you be listening in? You can hear Rob and Nnamdi discussing:- How Definely Was Born from a Visually Impaired Lawyer’s Challenge- Definely’s Mission to Make Legal Information Effortless to Understand- How Nnamdi and Feargus’ Practice Empowering the Modern Lawyer- Transforming Legal Contracts and Workflows to be More Streamlined- How Definely’s Customer-Centric Approach is Built with Lawyers, for LawyersConnect with Nnamdi Emelifeonwu here - https://www.linkedin.com/in/nnamdiemelifeonwu/
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Oct 23, 2025 • 24min

Clio Con Clips 2025 - Jesse Harink & Nefra MacDonald - E01

Welcome to Clio Con Clips 2025, recorded live from Boston and proudly sponsored by Clio, the world’s leading legal technology company transforming the legal experience for all.In this exciting new miniseries, we kick things off at Clio Con in Boston by speaking to Jesse Harink and Nefra MacDonald. Nefra leads the team behind ClioCon, virtual events, field activations, and over 100 bar association partnerships worldwide. Known for her attention to detail and passion for delivering seamless, engaging experiences, she views ClioCon as a way to welcome thousands like guests to a meaningful, memorable event. Speaking is her happy place, and she thrives on creating inclusive, impactful environments. Jesse plays a key role in helping new team members integrate into Clio’s culture — especially during acquisitions. At ClioCon, he ensures energy is high, people feel included, and the human side of the event shines. As a co-host, he thrives in the spotlight, seeing his role as both guide and connector, helping attendees feel informed, welcomed, and excited throughout the experience.So why should you be listening in? You can hear Rob, Jesse and Nefra discussing:- Clio Con 2025: An Immersive, Attendee-Centered Experience- The Amazing Teamwork That Happens Behind the Scenes- Inclusivity and Wellbeing at the Core of Clio- The Importance of Building Community Through Connection- How to Be Always Planning, Always InnovatingConnect with Jesse Harink here - https://ca.linkedin.com/in/jesseharinkConnect with Nefra MacDonald here - https://www.linkedin.com/in/nefra-macdonald/
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Oct 21, 2025 • 43min

ZentLaw, AI and the Future of Legal Ops: Mastering an Innovation Mindset with Monica Zent - S9E33

On today’s Legally Speaking Podcast, I'm delighted to be joined by Monica Zent. Monica is the Principal at the Law Innovation Agency and Founder & CEO of ZentLaw. She is a pioneering legal industry innovator, Legal Tech expert and Digital Innovation Strategist, with nearly 3 decades as an investor, successful entrepreneur and legal industry thought leader. Monica is passionate about driving transformation in legal operations and technology adoption.So why should you be listening in? You can hear Rob and Monica discussing:- Monica’s Pioneering Role in Legal Tech and Innovation- Dual Leadership in ZentLaw and the Law Innovation Agency- Focus on Predictive Analytics and AI in Legal Tech- Advisory and Thought Leadership Work with an Innovation Mindset- Helping Organisations Innovate SafelyConnect with Monica Zent here - ⁠https://www.linkedin.com/in/monicazent/⁠
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Oct 21, 2025 • 47min

Legally on the Move: Festival of Entrepreneurs - Tre Lowe - E03

Welcome to the Legally On the Move Festival of Entrepreneurs miniseries, recording live here from the Birmingham NEC. We're going to be diving into some of the sharpest minds across the UK, some of the top CEO, some of the top cutting edge businesses for an exciting, fast-paced series. So stay tuned, get excited and looking forward to delivering even more from the show.In the final episode of this miniseries, we get to speak with Tre Lowe. Tre is an entrepreneur, music producer and founder of SOBO Club. He first rose to fame as part of the UK garage scene with the iconic hit "Body Groove", which continues to generate significant royalties today. With a background in the music industry, Tre has deep experience in copyright, royalties, and the importance of owning intellectual property. In recent years, Tre has transitioned into entrepreneurship, appearing on BBC’s The Apprentice and launching new ventures focused on community and impact. His personal journey—especially following the loss of his brother in 2020—has inspired a philosophy of living with urgency and purpose. At 50, he’s also a new father, embodying resilience, reinvention, and gratitude in both business and life. Stay tuned for the insights that he and our panel of surprise experts have to share as we say goodbye to this year’s Festival of Entrepreneurs.So why should you be listening in? You can hear Rob, Tre and the panel discussing:- How to Be Fearless but Legally Smart as a Creative- Knowing the Difference: Master Rights vs. Publishing Rights- How to Be Wary of 360 Deals- Streaming Royalties Are Low – Ownership Is Key- Making It as a Founder and Co-FounderConnect with Tre Lowe here - https://www.linkedin.com/in/tre-lowe-352035108/
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Oct 18, 2025 • 33min

Legally on the Move: Festival of Entrepreneurs - Clare Moses - E02

Welcome to the Legally On the Move Festival of Entrepreneurs miniseries, recording live here from the Birmingham NEC. We're going to be diving into some of the sharpest minds across the UK, some of the top CEO, some of the top cutting edge businesses for an exciting, fast-paced series. So stay tuned, get excited and looking forward to delivering even more from the show. In this second minisode of the series, we talk to Clare Moses. She is the Head of Proposition at Barclays Eagle Labs, a division of Barclays that supports entrepreneurs and startups. She played a key role in launching a new digital platform that centralises and organises the wide range of support Barclays offers to founders. Clare emphasises that the aim is to personalise support for entrepreneurs and help grow the UK SME ecosystem, which in turn benefits Barclays as well. She believes in building a connected community of founders and sees events like the Festival of Entrepreneurs as key to bringing that community together. We also have asn additional surprise guest panel after her interview, so do stay tuned afterwards!So why should you be listening in? You can hear Rob, Clare and the panel discussing:- Barclays Eagle Labs Digital Platform- Support for Startups and Legal Tech- Focus on Mentorship and Community- Championing Female Founders- Building Culture to Scale TeamsConnect with Clare Moses here - https://uk.linkedin.com/in/clare-moses-0904b629
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Oct 17, 2025 • 11min

Legally on the Move: Mercedes World - Stefano Pratesi - E03

Welcome to a special, brand new mini series of the Legally Speaking Podcast, legally on the move Mercedes world, powered by Clio, the engine driving the future of legal tech and innovation.On our third and final minisode, we get to round off this miniseries with Stefano Pratesi. He is the founder of SP1 IT Solutions, specializing in legal tech solutions and Duckworth migration for law firms. With experience as an IT director in the legal sector, he has collaborated with Clio since its entry into the EMEA market and is recognized for his innovation and leadership within the legal technology space. Stay tuned after this episode, as we have more exciting Clio content planned for you soon, over and out!So why should you be listening in? You can hear Rob and Stefano discussing:- Driving Innovation in Mid-Sized Law Firms- Embracing Automation and Legal Technology- Advice for Future-Proofing Legal Practices- Cybersecurity and Client Feedback: Key Challenges- Event Highlights and Inspiring Experiences at Mercedes Benz WorldConnect with Stefano Pratesi here - https://uk.linkedin.com/in/stefanopratesisp1itsolutions
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Oct 16, 2025 • 11min

Legally on the Move: Mercedes World - Stefano Pratesi - E03

Welcome to a special, brand new mini series of the Legally Speaking Podcast, legally on the move Mercedes world, powered by Clio, the engine driving the future of legal tech and innovation.On our third and final minisode, we get to round off this miniseries with Stefano Pratesi. He is the founder of SP1 IT Solutions, specializing in legal tech solutions and Duckworth migration for law firms. With experience as an IT director in the legal sector, he has collaborated with Clio since its entry into the EMEA market and is recognized for his innovation and leadership within the legal technology space. Stay tuned after this episode, as we have more exciting Clio content planned for you soon, over and out!So why should you be listening in? You can hear Rob and Stefano discussing:- Driving Innovation in Mid-Sized Law Firms- Embracing Automation and Legal Technology- Advice for Future-Proofing Legal Practices- Cybersecurity and Client Feedback: Key Challenges- Event Highlights and Inspiring Experiences at Mercedes Benz WorldConnect with Stefano Pratesi here - https://uk.linkedin.com/in/stefanopratesisp1itsolutions

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