Legal Tech Careers & Leadership
TOPIC · PEOPLE IN LEGAL
Career paths into and through legal technology, leadership lessons, and the people building the profession's future.
38 interviews
Rachael Karlyl: Redefining Success in Law, Self-Leadership, and Breaking the Golden Handcuffs
Studio interview · 17 Sept 2026
On Law and Beyond, Chantal McNaught speaks with Rachael Karlyl about redefining success in law, self-leadership, burnout, alternative legal careers and breaking the golden handcuffs.
Jenn Little: Why Top Lawyers Aren't Looking on Job Boards (and How to Find Them)
Studio interview · 11 June 2026
Jenn Little, Founder and Managing Director of Insource, joins Chantal McNaught on Law and Beyond to discuss how AI and talent intelligence are reshaping legal recruitment.
Ted Theodoropoulos: Legal engineers will become the most important role in law firms
Studio interview · 21 May 2026
Ted Theodoropoulos, CEO of Infodash and host of the Legal Innovation Spotlight podcast, speaks with Tim Kenney about AI, enterprise search and the rise of legal engineers in law firms.
Cat Casey: How to Pivot Your Legal Career in the Age of AI
Studio interview · 19 Feb 2026
Cat Casey, a global voice in AI and legal innovation, joins Chantal McNaught on the Law and Beyond Show to discuss pivoting a legal career in the age of AI.
Emma Moss: Criminal Defence, Resilience, and Law as a Second Career
Studio interview · 12 Feb 2026
Barrister Emma Moss discusses criminal defence, resilience and law as a second career, describing criminal law as a very human business.
Claudia Simpson: Guardrails for Innovation: Navigating AI in Legal Tech
Studio interview · 5 Feb 2026
Claudia Simpson, Senior Data Governance and Business Analyst, joins Chantal McNaught on the Law and Beyond Show to discuss legal tech careers for non-lawyers and navigating AI.
Simon Tupman: Law as a Business & Law as a Profession: Leadership in 2025 and Beyond
Studio interview · 16 Oct 2025
Chantal McNaught sits down with internationally respected consultant, speaker and author Simon Tupman to discuss law as a business, law as a profession and leadership in 2025 and beyond.
Josh Baxter: AI, Legal Work & the Future of Law
ILTACON 2025 · 12 Aug 2025
Josh Baxter, CEO of NetDocuments, joins David Woolstencroft at ILTACON 2025 to discuss leadership, AI adoption, the future of legal work and how technology could reshape client service.
Neil Araujo: AI, Leadership & the Future of Legal
ILTACON 2025 · 12 Aug 2025
Neil Araujo, Co-Founder and CEO of iManage, joins David Woolstencroft at ILTACON 2025 to talk about leadership, innovation, AI and the future of legal technology.
Heather Paterson: Moving the needle on legal AI adoption
Women + AI Summit 2025 · 8 Aug 2025
At the Women + AI Summit, Heather Paterson of Legora discusses what it really takes to move the needle on AI adoption in legal, from leadership mindset to curious culture.
Jan Christie: How AI is reshaping legal talent and training
Women + AI Summit 2025 · 6 Aug 2025
At the Women + AI Summit in Sydney, Jan Christie talks with David Woolstencroft about how AI is reshaping talent, training and the human side of law.
Roni Millard: From Burnout to Balance
Studio interview · 23 June 2025
Andrew Hay speaks with Roni Millard, founder of The Wellbeing Edge, about her journey from a high-pressure corporate career to prioritising health and wellbeing.
Tessa van Duyn: The Power of Values-Based Pricing
Studio interview · 12 June 2025
Andrea Foot speaks with Tessa van Duyn, CEO of Moores, about her journey to leadership and the shift toward human-centric, values-based legal practice and pricing.
Giles Thompson: AI, Automation & Empathy in Law
Studio interview · 4 June 2025
Giles Thompson, Head of Revenue at Avvoka, shares his journey from commercial litigator to legal tech leader and discusses AI, automation and empathy in law.
Richard Treminio: Outsourcing, Law Firms & What's Next?
Studio interview · 21 May 2025
Richard (Ricky) Treminio discusses his journey from growing up in Nicaragua to building a global career in professional services and outsourcing, and what comes next for law firms.
Jonathan Rubensztein: From Data to Impact — Why Purpose Matters More Than Ever
Studio interview · 1 Apr 2025
Jonathan Rubensztein of Nuix shares his journey from consultant to tech leader, and why purpose matters when building and scaling businesses that aim to be a force for good.
Zahn Nel: Talent, Tech & Transformation: Insights from Actionstep
Studio interview · 19 Mar 2025
Zahn Nel, Regional Vice President for Australia and New Zealand at Actionstep, discusses the company's journey and its role in the legal practice management software market.
Catherine Bamford: From Real Estate Law to Legal Tech Pioneer
Studio interview · 11 Feb 2025
Catherine Bamford, CEO and Founder of legal technology advisory BamLegal, talks about swapping real estate law for legal tech.
James Scovell: Navigating High-Stakes Legal Work
Studio interview · 4 Feb 2025
Barrister James Scovell discusses his career of more than 20 years in corporate disputes, insolvency and white-collar crime.
Lucas Garlepp: From Evolutionary Biology to Legal Tech Leadership
Studio interview · 28 Jan 2025
Lucas Garlepp, COO of Cosine, talks about his journey from evolutionary biology to legal tech leadership.
Joy Heath Rush: Passion, Leadership, and Legal Tech
Studio interview · 9 Oct 2024
Joy Heath Rush, CEO of ILTA (International Legal Technology Association), reflects on a career dedicated to supporting lawyers and legal technology.
Myfanwy Wallwork: From LexisNexis to Shaping the Future of Legal Tech
Studio interview · 30 Sept 2024
Myfanwy Wallwork, who joined LexisNexis straight out of university and rose to Vice President, Regulatory Compliance Global, talks about shaping the future of legal tech.
Andrew Hay: From Consulting to Head of Software: A Journey in Legal Tech
Studio interview · 17 Sept 2024
Andrew Hay, a business leader with experience in software growth, market development and regional expansion, discusses his journey from consulting to head of software in legal tech.
Ebere Josephine Uba: Digital Growth
Studio interview · 16 Sept 2024
Ebere Josephine Uba, a digital innovation and transformation leader and marketing and business development expert, discusses digital growth.
Beth Thompson: Legal Tech, Automation & Building Better Firm Workflows
ILTACON 2024 · 27 Aug 2024
Beth Thompson, Vice President Market Growth at Actionstep, talks at ILTACON 2024 about her 30+ year career in legal tech and how firms are building better technology ecosystems.
Peter Ambrose: From Tech Sales to Legal Tech Leader
Studio interview · 20 Aug 2024
Peter Ambrose, founder and CEO of The Partnership and Legalito, discusses his move from tech sales to legal tech leadership and how he is changing the world of conveyancing.
Sanju Kripalani: Law firms to night clubs
Studio interview · 15 Aug 2024
Sanju Kripalani discusses a varied career that took him from studying law at Stanford to partner at a West Coast firm, running a nightclub, and returning to law to lead business development.
Bianca Bowron-Cuthill: The secret of my success from IT support to General Manager
Studio interview · 7 Aug 2024
Bianca Bowron-Cuthill, one of legal tech's top leaders, discusses her path from IT support to General Manager and achieving outstanding results while keeping a work-life balance.
Ben Wightwick: From Bar Counter to Boardroom
Studio interview · 1 Aug 2024
Ben Wightwick shares his journey from barman to legal tech executive and entrepreneur, with insights into legal technology, career building and life lessons.
Paul Psaltis: Story of a scale-up CEO
Studio interview · 1 July 2024
Paul Psaltis, a legal tech leader known for scaling startups, shares the highs and lows of scaling up and how resilience and creativity fuel business growth.
Chris Stock: A Legal Tech Aussie in New York
Studio interview · 1 June 2024
Chris Stock, an Australian in legal tech in New York, shares a 20+ year career with top technology suppliers and how legal tech looks different around the world.
Brendan Smart: Barista to Country Manager
Studio interview · 1 May 2024
Brendan Smart of InfoTrack AU, the first People in Legal podcast guest, shares his career story from barista to country manager, including successes, hard truths and humorous stories.
Joy Heath Rush
ILTACON 2026
ILTA CEO Joy Heath Rush on record ILTACON 2026 attendance, more COOs and managing partners attending, the unsettled economics and pricing of AI in law firms, and how first-timers should approach the conference.
Joe Rayment
ILTACON 2026
Joe Rayment, CEO of Automatise, discusses Cicero, its matter analysis platform for litigators, the planned Middle East launch, why ILTACON validated the category, and his predictions for consolidation and AI lab entry into legal.
Sam Toulson
ILTACON 2026
Sam Toulson, CEO of BigHand, on its evolution from digital dictation into pricing, resourcing and business intelligence, the Ayora acquisition, matter-level profitability, and why AI in the business of law comes next.
Rick Hellers
ILTACON 2026
Rick Hellers, co-founder and CEO of Scan Logic and a former Big Law CFO, on using AI with expert human review to fix the e-billing compliance crisis, the new AP Sync product, and his predictions for legal tech consolidation.
Sara Elevons
ILTACON 2026
Newly appointed Manatt Director of Knowledge Management Sara Elevons on building a KM function from scratch, rolling out Harvey and Avvoka, and getting firm data AI-ready first.
Adam Cain
ILTACON 2026
Adam Cain, COO and CTO of a Wisconsin estate planning and elder law firm, discusses his path from fire and EMS leadership into law, why he attends ILTACON, AI pricing risk and practical, problem-first technology adoption.
Explore topics
Legal AI · Document & Knowledge Management · Law Firm Operations, Pricing & Billing · Innovation & Change Management · Legal Tech Go-to-Market & Growth · Security, Risk & Compliance · In-House & Corporate Legal Teams
Event recaps
ILTACON 2026 · ILTACON 2025 · ILTACON 2024 · LegalTechTalk 2026 · LegalTechTalk 2025 · Legal Innovation & Tech Fest 2026 · LTH Horizons Sydney 2026 · Women + AI Summit 2025 · LawFest 2026 · FLENA Conference 2026 · RelFest 2026
Companies
NetDocuments · Xperate · Actionstep · Legal Technology Hub · Relativity · iManage · Dye & Durham · Opus 2 · BigHand · Thomson Reuters · sa.global · Tensis · ActiveNav · Scan-Logic · Deeligence · Harbor · Automatise · Yao · InfoTrack · Clio
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