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Kevin LaCroix on Writing Every Day, Earning Global Trust and Letting the Work Compound
Kevin O’Keefe sits down with Kevin LaCroix of the D&O Diary to talk about nearly two decades of disciplined publishing in a narrow legal niche. LaCroix explains why he committed to writing four…
Todd Smith on Restarting a Practice, Owning Your Online Real Estate and Publishing With Purpose
When Todd Smith launched one of Texas’ earliest appellate blogs in 2006 he wasn’t chasing traffic. He was building credibility as a young lawyer striking out on his own. In this conversation Todd…
Jon Hyman on Finding His Voice, Building Trust and Showing Up Consistently
Kevin talks with Ohio employment lawyer Jon Hyman, author of the long-running Ohio Employer Law Blog. Jon shares how he started in 2007, how consistency shaped his reputation and why he keeps his…
8am's Nicole Black on Writing, Relationships and Building a LegalTech Career
Kevin O’Keefe sits down with Nicole Black of 8am to trace how publishing and online connection reshaped her career. She explains how writing led to early opportunities, meaningful relationships in…
Ballard Spahr's Alan Kaplinsky on Blogging in BigLaw, Bringing in Business and Doing Webinars Differently
Kevin O’Keefe sits down with Alan Kaplinsky of Ballard Spahr, the lawyer behind the long-running Consumer Finance Monitor blog. Alan shares how the blog came together around the launch of the CFPB,…
Clio's Joshua Lenon on the Legal Trends Report, AI Adoption at Law Firms and Clio Work | ClioCon 2025
Clio's A.J. Axelrod on Legal Payments, Fraud Prevention and Small Firm Cash Flow | ClioCon 2025
Kevin sits down at ClioCon with A.J. Axelrod, head of Payments and Financial Services at Clio, to dig into how billing gets out of the way so lawyers can work. They cover fraud prevention inside…
Clio's Chris Stock on Access to Justice, the Latent Legal Market and Clio Draft | ClioCon 2025
Recorded at ClioCon, Kevin talks with Chris Stock, Clio’s VP of Legal Content and Migrations about his path from Australian law practice to legal tech, why Clio’s culture hooked him and how Clio…
ClioCon 2025: Jack Newton on the VLex Acquisition, AI for Small Firms and Clio's Culture
Recorded live at ClioCon 2025 as part of LexBlog's coverage of the event (more to come!), Kevin talks with Clio CEO Jack Newton about seeing five years ahead and why the VLex deal makes the future of…
Ed Walters on Blogs as Secondary Law, the Future of AI in Legal and ClioCon 2025
Kevin O’Keefe talks with Ed Walters — Fastcase co-founder and now Chief Strategy Officer at vLex — about why consistent writing still wins work in an AI era. Ed explains how blogs function as…
Bob Ambrogi Previews ClioCon 2025
Bob Ambrogi has been called a legend in legal journalism. He’s covered the profession for decades through print, blogging and podcasting and has been a fixture at ClioCon since its very first year.…
Stephen Rosenberg on ERISA Practice, Reputation and the Power of Publishing
Stephen Rosenberg, one of the nation’s leading ERISA and insurance litigation attorneys and author of the Boston ERISA & Insurance Litigation Blog joins Kevin O’Keefe to talk about the role…
Matt DeVries on Blogging, Construction Law and Building a Name from Scratch
Matt DeVries, construction lawyer at Buchalter and longtime author of Best Practices Construction Law, joins Kevin O’Keefe to talk about how blogging shaped his career. Matt shares how writing helped…
Cyndy McCollough on AI Roadmaps for Law Firms, Middle-Out Change and Piloting Wins
Kevin talks with Cyndy McCollough, founder of McCollough Consulting, about moving legal marketing beyond AI experiments and into a shared roadmap. Cyndy explains why training first matters, how to…
Greg Siskind on Usenet Netiquette, a 1994 Immigration Bulletin and Nashville’s Healthcare Niche
From Mosaic and Usenet to one of the first immigration websites, Greg retraces securing his domain in 1993 and launching an email bulletin in mid-1994 that still runs today. He digs into early ABA…
Dan Harris on Building Legal Niches, Blogging for Business and the China Law Blog Legacy
Kevin O’Keefe sits down with Dan Harris, founder of the renowned China Law Blog, to talk about how a niche blog can transform a law practice. Dan shares the origin story of his pioneering legal…
David Lat on Legal Gossip, Media Entrepreneurship and Independent Publishing
Legal commentator David Lat joins host Kevin O’Keefe to chart his path from writing the irreverent, anonymous blog Underneath Their Robes to launching Above the Law in 2006 and now steering his…
Clio's Katie Wyka on Performance Coaching, Team Culture & LegalTech Innovation
In this episode Kevin talks with Katie Wyka — Clio’s first in-house performance coach — about how to build resilient, high-functioning teams inside a fast-growing legal-tech company. Katie explains…
Carolyn Elefant on AI, Owning Your Talent and the Future of Solo Law
Kevin talks with Carolyn Elefant — renewable‑energy litigator, MyShingle founder and leading voice for solo and small‑firm lawyers — about what it means to “own your talent” and build a sophisticated…
Amy Shepherd on AI-Ready BizDev and Turning Digital Publishing into Revenue
Kevin talks with Amy Shepherd—strategic advisor at Gladstone Growth Strategies and founder of Amy AI—about using artificial intelligence to streamline business development and modernise law-firm…
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Real Lawyers with Kevin O'Keefe has published 23 episodes since June 2025, covering topics in Business, Technology.
Real Lawyers with Kevin O'Keefe is currently sporadic with new episodes weekly. Average episode length is 39m.
