Josef
Fireside Chats with Tom Dreyfus and Sam Flynn
Co-founders Tom Dreyfus and Sam Flynn bring together leaders in legaltech to discuss applications of the technology, how to approach and implement digital tools, and insights on trends in both no-code platforms and generative AI.
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Episodes
“Trust matters": How Adelaide University General Counsel Shanti Berggren is building a self-service legal function from scratch with Josef 07.07.2026 25:27
Shanti Berggren is General Counsel at Adelaide University , one the biggest (and newest!) universities in APAC. Speaking with Josef Co-founder and CEO Tom Dreyfus, Shanti shares how she walked into the role not knowing a single person on her team. She was the new kid on the block, and jumped at the opportunity to build her own legal function from scratch. Two years in, everything’s taking shape. T...
adidas General Counsel Katherine Roseveare talks 'infobesity,' AI and counseling the business at scale with Josef 24.06.2026 40:07
Katherine Roseveare is adidas' General Counsel (Global Functions, Global Operations & Legal Solutions). After two decades at adidas, the Amsterdam-based GC has seen the business from nearly every angle. Her latest challenge: making legal knowledge even more accessible to a workforce of 65,000+. Sam Flynn, Co-founder & COO at Josef sat down with Katherine to hear how she’s tackling this...
“It’s necessary we get contracts in people’s hands early”: Advocare’s VP of Risk Jeremy Freshcorn shares how self-service contracts help secure top talent 22.02.2026 29:50
Securing top healthcare talent is trickier than ever. For Advocare (one of the largest independent multi-specialty physician groups in the US), that means getting physicians and other healthcare professionals signing on the dotted line…fast. Automating their contracts is one way they’re tackling this head-on. But it’s not another just a workflow tweak. It’s a necessity. In this fireside chat, J...
Just the two of us! Co-founders Tom Dreyfus & Sam Flynn reflect on 2025 at Josef 19.12.2025 38:33
In their final Fireside Chat of the year, Co-founders Tom Dreyfus and Sam Flynn pull back the curtain on 2025. Together, they reflect on how Josef fared, the customer tools and features they loved most, the legaltech events that really stuck out, and what’s on their wish list heading into the new year. “I’ve never felt clearer on what Josef is and the problem we solve than I do today,” Sam says. L...
"We’re saving 15 minutes per question": The Australian Retirement Trust’s Adam Fitzhenry on how the People team is safely answering questions at scale with AI 17.12.2025 26:54
In his latest fireside chat, Josef Co-founder & CEO Tom Dreyfus sits down with Adam Fitzhenry, General Manager, People Services and Enablement at the Australian Retirement Trust (ART). As Australia’s second largest superannuation fund, ART is no stranger to operating at scale. The fund manages $330 billion for its more than 2.4 million members. Inside the business, its 3.2k employees would flo...
Legal Aid of North Carolina talk sustainable innovation, building systemic change, and automating client guidance with Josef 17.11.2025 34:46
In his latest fireside chat, Josef Co-founder & COO Sam Flynn sits down with the team at Legal Aid of North Carolina . He chats with Chief Innovation Officer, Scheree Gilchrist , Innovation Lab Program Manager & Staff Attorney, Megan Hennings , and Chief Communications Officer, Helen Headrick . Together, they talk Sam through the organization’s new Josef document and guidance tools de...
What makes a great legalops hire? Ford’s Whitney Stefko Dover talks curiosity, credentials, and finding your “genius zone” 29.10.2025 36:55
In his latest fireside chat, Josef Co-founder & COO Sam Flynn sits down with Whitney Stefko Dover, Director and Senior Counsel, Policy and LegalOps+ at Ford Motor Company. From hiring the best talent, to breaking free of fixed mindsets, to creating your own “genius zone,” Whitney shares practical tips for lawyers and legal ops teams navigating legal AI today.
DocuSign’s Hemma R Lomax talks AI, compliance, and creating the "Office of Unlock" 11.09.2025 27:34
In his latest fireside chat, Josef Co-founder & COO Sam Flynn sits down with Dr. Hemma R Lomax, Deputy General Counsel and VP, Global Head of Ethics and Compliance at DocuSign. Together, the pair dive into Hemma’s journey from SEC enforcement to reimagining compliance functions at the likes of Disney, Snapchat, and Zendesk. Hemma explains why she sees compliance as an enabler, not a blocker, s...
Cityblock Health's GC Wendy Chow talks automating Q&A with Josef, AI adoption hacks, and more 19.08.2025 40:01
Wendy Chow is General Counsel at Cityblock Health, a healthcare provider headquartered in New York City. Recently, her team began creating AI Q&A tools on Josef to automate repetitive Q&A, and give the business instant access to legal knowledge as and when it’s needed. Wendy sat down with Josef Co-founder Sam Flynn to talk about the tools, why successful tech adoption starts at hiring, her...
The power of storytelling and contracts with LawTrades' Tommie Tavares-Ferreira 07.07.2025 41:46
In the latest episode of Josef's Fireside Chat series, Co-founder & COO Sam Flynn sits down with LawTrades' Chief Strategy Officer and Cedar’s former Head of Legal Operations Tommie Tavares-Ferreira. The pair discuss Tommie’s journey from HBO to later becoming a leading figure within the in-house legal operations community. They unpack storytelling and its role in legal transformation, the hid...
When should lawyers step in? Stanford’s Dr. Megan Ma on how “useful” legal AI starts with intelligent UX 18.06.2025 31:09
Dr. Megan Ma is Executive Founding Director of liftlab at Stanford Law School. In our latest fireside chat, Josef Co-founder and COO Sam Flynn sits down with Megan to unpack how legal teams can move from passive tech adopters to active designers of their future workflows. Drawing on her background working with the Canadian government on self-driving car regulation, Megan offers a compelling analog...
What DHL’s Elaine Darr can teach us about legal innovation, leadership and AI 29.05.2025 30:54
Elaine Darr is SVP, Global Head of Digital Legal and Innovation at DHL. With a background in commercial law and over a decade in leadership, she’s redefined what’s possible both in and out of Legal. In 2024, she was named Corporate Counsel Best Deputy or Associate GC by the American Lawyer Industry Awards. Elaine knows what it takes to really innovate: structured change, business alignment, and a...
How INKD & Inkling Legal Design made contract negotiation easy with AI 19.05.2025 27:00
What if contracting was easy end-to-end, and legal had more time for the more unique, trickier tasks? That’s what Sara Rayment and Andrew Medlicott have focused on at INKD, a tech-led law firm, and Inkling Legal Design, its design-first sister company. Using Josef, they’ve built self-service, AI contracting tools that help businesses draft, negotiate, send and sign contracts all without the usual,...
How Polaris Lawyers creates stronger client relationships with AI guidance tools 06.05.2025 22:47
Polaris Lawyers is a boutique personal injury law firm based in Melbourne, Australia. The firm’s no stranger to creating self-service legal tools, and in the past six months launched two, public-facing AI guidance solutions: WorkMate, which helps people navigate workers’ compensation, and The TAC FAQ tool, which answers legal questions surrounding traffic accidents. Recently, Founder and Principal...
How Gippsland Community Legal Service cut 40 minute client wait times on Josef 12.02.2025 17:47
Gippsland Community Legal Service (GCLS) is a legal aid organization based in Australia that provides legal services on issues ranging from family violence intervention to tenancy and housing. Recently, Principal Lawyer Simon Suttie sat down with Josef’s CEO and Co-founder, Tom Dreyfus, to dive into the organization’s work and how the team is clearing bottlenecks for its rental stress program with...
How can legal aid organizations scale 1000x with GenAI? NYU professor Sateesh Nori explains 21.11.2024 27:37
Sateesh Nori is a lawyer, author and Adjunct Professor at NYU School of Law. With over 20 years of experience in tenancy law, Sateesh has represented 1000s of low-income tenants, advocating for housing justice with organizations like The Legal Aid Society of NYC and Bedford Stuyvesant Community Legal Services. Sateesh is a techno-optimist. While some remain apprehensive about the future post-GenAI...
“It’s so easy!” How Bupa made legal and compliance help on-demand with GenAI 22.10.2024 26:15
Thanks to their self-service tools, the global insurance company now has instant access to hyper-accurate answers on policies, playbooks, and contract guidance, all in just a few clicks. Led by Head of Legal Operations Claire Nuske, under the award-winning General Counsel Maria Marinelli, Bupa’s legal team is among the first in APAC to develop GenAI tools that increase access to legal and complian...
How to build client-facing tech that actually works: Tips from TLT’s Thomas Stone 10.10.2024 20:13
Meet Thomas Stone, Senior Legal Technologist at the award-winning UK law firm TLT. Last month, Tom’s FutureLaw team won Legal Technology Team of the Year at the Legal Business Awards 2024. What for, you ask? A cutting-edge employee training solution built alongside telco giant Vodafone, all on Josef! TLT is one of the most decorated law firms in the UK, having won Law Firm of the Year three time...
adidas’s Alex Herrity on how GenAI “unshackles” knowledge 04.09.2024 24:23
If you don’t know Alex Herrity, adidas’ legalops superstar and Director of Legal Solutions, now’s your chance. When he’s not sharing the stage with Josef Co-founder and COO Sam Flynn in London, Alex is busy making sure adidas leverages its world-class legal team with the best technology around. He’s content so long as “every week or two, we’re getting better and more focused and delivering better...
Josef Q, meet Slack. Fnatic's "game-changing" Legal and People Q&A tools unpacked 16.07.2024 14:56
Meet Nicola Packer, General Counsel at Fnatic, the most successful esports brand in history. Nicola’s in-house team has truly walked the walk when it comes to legal automation and AI. Fnatic first used Josef to automate dozens of contracts and agreements, ultimately saving the team one day a week. Then, in early 2023, they adopted Josef Q, going on to achieve what many businesses are still explori...
Bumble's trick for keeping up with privacy obligations 13.06.2024 22:46
Meet Bumble's Global Head of Privacy, Teodora Pimpireva Tapping. In conversation with Josef Co-founder and COO, Sam Flynn, Teodora shares the global dating app’s trick for keeping up with an ever-changing set of privacy obligations. Spoiler: it involves innovating with Josef! What role can GenAI play in the privacy space? What are Teodora’s top tips for other in-house teams looking to build ne...
Build or buy legal GenAI? Why the American Arbitration Association chose Josef Q 04.06.2024 21:58
Easy governance, a simple setup, and Josef Q’s legal-centric features sit at the top of the list for the AAA team. In this fireside chat, the merican Arbitration Association President and CEO Bridget McCormack and Chief Innovation Officer Diana Didia sit down with Josef Co-founder and COO Sam Flynn. Together, the trio discuss a recent GenAI bakeoff at the AAA where the organization pitted an inter...
Why are legal services so ripe for disruption by GenAI? Professor Dan Hunter explains 14.05.2024 20:41
30+ years studying AI and Law, and Professor Dan Hunter believes GenAI and LLMs signal “the end of the world as we know it.” In this fireside chat, Dan Hunter, Executive Dean at King’s College London, sits down with Josef Co-founder and CEO Tom Dreyfus. Together, they dig into why legal services are so ripe for disruption by GenAI, why more legal teams need to adopt the technology sooner rather t...
How L'Oréal's Candy Welsh simplifies contracts & compliance 08.05.2024 29:39
Meet Candy Welsh, L’Oréal’s in-house Legal Counsel and automation extraordinaire. In our latest fireside chat with Josef Co-founder and COO Sam Flynn, Candy shares her experience harnessing legaltech both at law firms and in-house at L’Oréal. She explains her “steadfast” commitment to simplifying contracts and compliance, building tools that save time, and finding new ways to empower colleagues to...
Why legaltech's time has arrived, with Zach Posner 30.04.2024 14:47
Meet Zach Posner, a pioneering force in legal-specific venture capital. In our latest fireside chat, as part of a series where we dive into the latest in legal technology, its applications, and the growing world of generative AI. The Co-founder and Managing Director at The Legaltech Fund shares how and why legaltech’s moment has finally arrived. Now more than ever, GenAI-powered legaltech platform...
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