On today’s Legally Speaking Podcast, I'm delighted to be joined by Damien Riehl. Damien is a lawyer with experience in litigation, counselling businesses, handling cybersecurity crises and managing intellectual property matters. He has represented Fortune 500 companies, startups and nonprofits. He is also the Solutions Champion at Clio. As a technologist, Damien has spent more than a decade designing and developing AI tools in the legal practice. His goal is to build technology connecting law to the people it serves.

So why should you be listening in? 

You can hear Rob and Damien discussing:

- AI Transforming Legal Services

- Data Quality and Access

- Ethical and Practical Impacts of Legal Tech

- Intellectual Property in the Age of AI

- Alignment of Tech with Human and Legal Values

Connect with Damien Riehl here - https://www.linkedin.com/in/damienriehl

On today’s Legally Speaking Podcast, I'm delighted to be joined by Marco Imperiale. Marco is the Founder and Managing Director of Better Ipsum. He graduated with a Master’s from Harvard Law School in 2016. Marco was an entertainment and copyright lawyer, before becoming the Head of Innovation of a leading Italian law firm. Marco now sits as the President of the Wellbeing Committee.

So why should you be listening in? 

You can hear Rob and Marco discussing:

- The Evolution of Legal Design: Embracing User-Centric Services

- Navigating the Intersection of AI and Legal Innovation

- The Importance of Flexibility in the Legal Profession

- Mental Health and Well-being: A Priority in Law Firms

- The Role of Legal Design in Enhancing Access to Justice

Connect with Marco Imperiale here - https://it.linkedin.com/in/marco-imperiale/en

Today’s Legally Speaking Podcast ™️ Live, sponsored by Clio, with Andrew Berger was a masterclass in where copyright law is heading and what’s now at stake for creators, technologists and the courts.

Here are a few highlights:

🔴 Why courts can’t agree on copyright’s purpose in the AI era

🔴 How the four-factor fair use test is under unprecedented pressure

🔴 The real significance of the $1.5B Anthropic settlement

🔴 Why the next frontier may be “market dilution” as AI content floods the field

🔴 Why legislative reform is unlikely, leaving judges to define the boundaries

🔴 How history’s big tech shifts compare, and why AI is fundamentally different

Two standout messages from Andrew:

1️⃣ When AI eats its creative source, that source will stop producing the works copyright is intended to encourage.

2️⃣ No other industry gets its raw material from a competitor for nothing.

If you missed it, this one is worth watching.

AI has exploded across the legal industry but for many lawyers, it still feels overwhelming, risky, or simply “not for them.” Today’s guest has made it his mission to change that. Joining us is Robert Eder an intellectual property lawyer, legaltech educator, and one of Europe’s leading voices on AI prompting for lawyers. Robert designs legal automation solutions, and teaches lawyers around the world how to use AI safely, effectively, and creatively. Robert has trained hundreds of lawyers across Europe and is one of the clearest voices on how to use AI responsibly, safely and with real legal precision. 

Here are a few standout takeaways: 

 Lawyers aren’t bad at prompting they’re undersold. Their analytical mindset actually gives them an advantage. 

 Most people still treat AI like Google. Adding structure through XML tags, roles and answer-levelling changes everything. 

 The first AI skill every lawyer should learn isn’t drafting it’s controlling output. Structure before substance. 

 Hallucinations aren’t a deal-breaker. Responsible AI frameworks give you quality control, not guesswork. 

 You don’t need 70% of AI tools on the market. With the right prompting, one model + the right workflow beats shiny software every time. 

 Legal prompting is not the same as general prompting. Law has edge cases, nuance, and risk your prompts must reflect that.

Two general points to reflect on:

• Lawyers don’t need to become engineers. They need to become better communicators with machines.
• If you don’t understand prompting, you’ll always think AI is unreliable — when in reality, it’s only as clear as the instructions you give it. It’s practical, hands-on and genuinely career-shifting.

AI isn’t replacing lawyers. Lawyers who understand AI are replacing the ones who don’t.

On today’s Legally Speaking Podcast, I'm delighted to be joined by Grace Williams. Grace is a Certified Health and Nutrition Coach. A former Whit & Case Associate, she has experienced the high-pressure environments of working at a US law firm. Grace’s mission is to support high-performing individuals, personalised nutrition and lifestyle strategies, all whilst developing their energy, resilience and wellbeing.

So why should you be listening in? 

You can hear Rob and Grace discussing:

- Elevating Legal Performance Through Well-Being and Resilience

- Going From Burnout to Breakthrough with a Path to Sustainable Success

- Tailored Strategies for Health: The Next Level of Lawyer Well-Being

- Techniques for Staying Resilient in Law

- Power Habits and Honest Conversations and Wellness Essentials

Connect with Grace Williams here - https://uk.linkedin.com/in/grace-williams-coach

On today’s Legally Speaking Podcast, I'm delighted to be joined by Darryl Cooke. Darryl is the Co-Founder and Executive Chairman of Gunnercooke LLP, an award-winning international law firm. Darryl’s firm is known for redefining what it means to lead and innovate in professional services. A successful corporate lawyer, Darryl has built one of the UK’s most disruptive legal firms - and is on a mission to change the legal model, putting people and purpose at the core of business.

So why should you be listening in? 

You can hear Rob and Darryl discussing:

- Creating a Revolutionary Fee-Share Model

- How to Live Through Values, Not Just Words

- Methods of Empowering Leadership

- Making the Most of Community-Driven Impact

- Designing Your Life, Your Way

Connect with Darryl Cooke here - https://uk.linkedin.com/in/darryljcooke

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.

On the final episode of our miniseries, we round off the conversations at Clio Con with Alexander Almazan. He is the founder and managing partner of Almazan Law, a 30-person firm based in Florida with offices in Miami, Tampa and Palm Beach. He specialises in civil defence, insurance defence, real estate, and commercial litigation. Alex is a consistent attendee of Clio Con, emphasising the importance of staying ahead in legal technology field. He is an advocate for AI adoption in law, highlighting his firm’s successful implementation of AI timekeeping, which greatly improved efficiency and ROI. He encourages legal professionals to embrace innovation, overcome unfounded fears about AI, and connect with him on LinkedIn for industry insights and collaboration.

So why should you be listening in? 

You can hear Rob and Alexander discussing:

- Staying Ahead & Embracing Legal Technology at Clio Con

- How AI Timekeeping Transforms Law Firms

- Building a Tech-Forward Firm Culture

- Leading with Vision: Earning Team Trust Through Innovation

- Fostering Collaboration & Building Connections in the Legal Industry

Connect with Alexander Almazan here - https://www.linkedin.com/in/alexander-almazan-8b681115

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.

On today’s minisode, we get the chance to speak with Niamh Pollak. She is the Vice President of Legal at Clio, bringing extensive international legal experience and a strong focus on plain language, transparency, and customer-centric practices. Known for her multilingual background and global perspective, she leads Clio’s legal team through innovation in legal tech and compliance, notably overseeing product launches and contributing to major company initiatives like the Vlex deal. Niamh champions the use of AI for efficiency, fosters collaboration across departments, and is recognized for her impactful leadership in the rapidly evolving legal industry.

So why should you be listening in? 

You can hear Rob and Niamh discussing:

- Clio's Global Impact: Revolutionizing Legal Tech from Boston to the World

- Balancing Innovation and Risk: Navigating AI's Role in Legal Practice

- Transparency in Legal Products: Ditching Jargon for Client Trust

- AI-Powered Legal Teams: Elevating In-House Counsel Beyond Routine

- Uniting Brilliance: Collaboration, M&A Innovation, and ClioCon 2025 Highlights
Connect with Niamh Pollak here - https://ca.linkedin.com/in/niamh-pollak-69867b3

On today’s Legally Speaking Podcast, I'm delighted to be joined by Emily Monastiriotis.

Emily is the Global Managing Partner at Simmons & Simmons. She specialises in international construction disputes and is a market-leading expert on fire safety cases. Her work has been recognised in the Lawyer Top Cases of 2024. Emily firmly believes in her three guiding principles - clients, people and technology. Earlier this year, she was named on of Financial News’ Top 50 Most Influential Lawyers 2025.

So why should you be listening in? 

You can hear Rob and Emily discussing:

- Emily's Inspiring Path to Leadership

- How to Lead with Integrity

- Pioneering Innovation at Simmons & Simmons

- A Balancing Act: Emily Monastiriotis' Secrets to Resilience

- Building a Creative Legal Culture

Connect with Emily Monastiriotis here - https://uk.linkedin.com/in/emily-monastiriotis

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.

On today’s minisode, we get to talk to Harsha Chandra Shekar. He is the Vice President of Business Development at Clio. Formerly a corporate attorney at a large law firm, he transitioned from practicing law to the business and technology side of the legal industry. Drawing on influential experiences at companies like Uber, Harsha brings a strategic and adaptable approach to building partnerships and driving innovation at Clio, especially in areas involving AI, data and legal technology ecosystems.

So why should you be listening in? 

You can hear Rob and Harsha discussing:

- Clio’s Strategic Partnerships

- AI and Data-Driven Innovation

- Lessons from Big Tech

- Trust and Data Protection

- Uniting Brilliance: The Collaboration and Execution

Connect with Harsha Chandra Shekar here - https://www.linkedin.com/in/harshacs1