Fireside Chats with Tom Dreyfus and Sam Flynn

Fireside Chats with Tom Dreyfus and Sam Flynn

Josef

Episodes 24
Avg. Duration 27m
Activity Highly Active
Since Mar 2024
Latest Episode Feb 2026

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Features Guests

Publishing Details

Schedule
Monthly
Format
Episodic
Consistency
33%
Hosting
anchor.fm

About This Podcast

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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Recent Episodes

“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

Feb 22, 2026 29m

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…

Just the two of us! Co-founders Tom Dreyfus & Sam Flynn reflect on 2025 at Josef

Dec 19, 2025 38m

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…

"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

Dec 17, 2025 26m

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…

Legal Aid of North Carolina talk sustainable innovation, building systemic change, and automating client guidance with Josef

Nov 17, 2025 34m

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…

What makes a great legalops hire? Ford’s Whitney Stefko Dover talks curiosity, credentials, and finding your “genius zone”

Oct 29, 2025 36m

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…

DocuSign’s Hemma R Lomax talks AI, compliance, and creating the "Office of Unlock"

Sep 11, 2025 27m

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…

Cityblock Health's GC Wendy Chow talks automating Q&A with Josef, AI adoption hacks, and more

Aug 19, 2025 40m

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,…

The power of storytelling and contracts with LawTrades' Tommie Tavares-Ferreira

Jul 07, 2025 41m

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…

When should lawyers step in? Stanford’s Dr. Megan Ma on how “useful” legal AI starts with intelligent UX

Jun 18, 2025 31m

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…

What DHL’s Elaine Darr can teach us about legal innovation, leadership and AI

May 29, 2025 30m

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.…

How INKD & Inkling Legal Design made contract negotiation easy with AI

May 19, 2025 27m

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…

How Polaris Lawyers creates stronger client relationships with AI guidance tools

May 06, 2025 22m

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,…

How Gippsland Community Legal Service cut 40 minute client wait times on Josef

Feb 12, 2025 17m

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.…

How can legal aid organizations scale 1000x with GenAI? NYU professor Sateesh Nori explains

Nov 21, 2024 27m

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…

“It’s so easy!” How Bupa made legal and compliance help on-demand with GenAI

Oct 22, 2024 26m

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…

How to build client-facing tech that actually works: Tips from TLT’s Thomas Stone

Oct 10, 2024 20m

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,…

adidas’s Alex Herrity on how GenAI “unshackles” knowledge

Sep 04, 2024 24m

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…

Josef Q, meet Slack. Fnatic's "game-changing" Legal and People Q&A tools unpacked

Jul 16, 2024 14m

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…

Bumble's trick for keeping up with privacy obligations

Jun 13, 2024 22m

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…

Build or buy legal GenAI? Why the American Arbitration Association chose Josef Q

Jun 04, 2024 21m

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…

Frequently Asked Questions

How many episodes does Fireside Chats with Tom Dreyfus and Sam Flynn have?

Fireside Chats with Tom Dreyfus and Sam Flynn has published 24 episodes since March 2024, covering topics in Technology.

Is Fireside Chats with Tom Dreyfus and Sam Flynn still active?

Fireside Chats with Tom Dreyfus and Sam Flynn is currently highly active with new episodes monthly. Average episode length is 27m.

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