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★★★★★

4.9

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76 reviews

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The business of providing professional advice is changing. Today, anyone can go online and access a wealth of information about any topic, from legal and medical advice to financial planning and accounting suggestions. This blog is designed to offer ideas, guidance, and perspectives on how to effectively navigate a perpetually shifting professional landscape, with a unique focus on the legal industry and the technology that is driving its evolution.

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Podcast episodes

Check latest episodes from Reinventing Professionals podcast

Measuring the ROI of Legal AI in Practice

2026/03/31

I spoke with Nick West, a Partner and the Chief Strategy Officer at Mishcon de Reya. We discussed the firm's approach to innovation, the metrics it captures related to its use of Legora, how it measures the ROI of Legora and other tools, how law firms should think about the return on their technology investments, and the new Legora ROI Report.

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 55

2026/03/27

In this 55th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed our impressions of Legalweek 2026, the ROI of legal AI, and the maturation of AI deployment in law firms and corporate legal departments.

The Importance of Guardrails to Rely on the Output of AI-Assisted Technology

2026/03/24

I spoke with Pat Utz, the Co-Founder and CEO of Abstract, an AI policy intelligence platform for legislation and regulation. We discussed how Abstract sources its information, how customers use it to understand state and federal regulations, the unique type of intelligence it provides, and the importance of guardrails for relying on the output of AI-assisted technology.

Leveraging Technology to Draft Trademark Applications and Process Renewals

2026/03/20

I spoke with Alex Sappington, the Co-CEO of PageVault, a tool for capturing online content in a legally defensible manner. We discussed PageVault’s launch of Stencil, the problem Stencil solves for trademark teams, how PageVault’s work in litigation strengthens its role in trademarks, and where Stencil fits within the broader array of legal technology tools.

Building a Software Company While Practicing Law Full-Time

2026/03/18

I spoke with Matt Basile, the CEO of Naya Software, a software company that automates the legal aspects of originating commercial real estate loans for law firms and institutional lenders. We discussed building a software company while working full-time as a lawyer, new ways law firms are leveraging artificial intelligence, and whether now is the best time to begin practicing law.

Transforming the Application of AI in E-Discovery

2026/03/16

I spoke with Cristin Traylor, the Senior Director of AI Transformation and Law Firm Strategy at Relativity, a legal data intelligence company that builds technology to help users organize data, discover the truth, and act on it. We discussed the release of aiR for Case Strategy, how it compares with other AI solutions in legal, and how it will affect the day-to-day work of litigation professionals.

Legalweek 2026 Day 1 Mixtape

2026/03/10

Thanks to the following leaders for speaking with me for this mixtape at Legalweek on Day 1: Kevin Clark, Right Discovery Richard Gorelick, ChronoTracer Steve Salkin, ALM Danny Thankachan, CaseGuild Jessie Torres, McDermott, Will & Schulte Remco Visser, Saga Emma Raimi-Zlatic, Smokeball

How Legal Teams Can Leverage AI to Improve and Accelerate Their Investigations

2026/03/06

I spoke with Raj Chandrasekar, the Chief Technology and Innovation Officer of Consilio, a provider of e-discovery, document review, flexible legal talent, and legal advisory and transformation services. We discussed the biggest disruptions in the legal industry, how legal teams can leverage AI to improve and accelerate their investigations, and the most critical decisions humans still need to make in an AI-driven workflow.

Legalweek 2026 and the Value of Tailoring the Client Experience in E-Discovery

2026/03/04

I spoke with Matt Mahon, the Vice President for Client Solutions at Level Legal, a concierge digital forensics, e-discovery, and managed review partner for law firms and corporate legal departments. We discussed how AI is changing e-discovery, the value of tailoring the client experience, the most interesting challenges involving emojis, and Legalweek 2026.

*Special Episode* Featuring Caroline Hill, Editor-in-Chief of Legal IT Insider, on Charting Change in Legal Ep 54

2026/02/27

In this 54th episode of Charting Change in Legal, Caroline Hill, Editor and Publisher of Legal IT Insider, and I discussed preparing for Legalweek 2026, reallocating legal work, and formalizing vibe coding.

Understanding the Emergence of AI-First Law Firms

2026/02/23

I spoke with Sanjay Kamlani, the Founder and CEO of FairPlay. We discussed the emergence of AI-first law firms, how they differ from traditional law firms, and FairPlay's long-term vision.

The Biggest Endpoint Management and Recovery Pain Points in Law Firms

2026/02/19

I spoke with Josh Aaron, the CEO of Aiden Technologies, a company that delivers intelligent Windows endpoint automation and rapid recovery for law firms and other highly regulated organizations, which just launched AidenRescue. We discussed how AidenRescue helps law firms recover from ransomware or system attacks, the biggest endpoint management and recovery pain points in law firms, and how expectations for cybersecurity and endpoint recovery are evolving.

How AI is Changing Business Operations for Multinational Companies

2026/02/17

I spoke with Ville Kulmala, the Head of Technology Strategy and International Growth at BestSign, which delivers trusted e-signatures and legal AI for companies operating across borders. We discussed the patterns from the dot-com era and the financial crisis that are similar to the emergence of AI, how AI is changing business operations for multinational companies, and the trends legal industry leaders should track.

How Licensed Professionals Are Leveraging Technology to Navigate Changes in Administrative Law

2026/02/11

I spoke with Matthew Bady, a registered nurse and the founder of BoardWise, a SaaS platform that helps licensed professionals manage their board paperwork. We discussed how BoardWise fits within the broader legal tech and access-to-justice landscape, and ways that the platform is evolving as more licensed professionals turn to technology to navigate changes in administrative law.

The Value of Targeted Legal Technology Tools for Litigators

2026/02/05

I spoke with Sam Davidoff, the Founder and CEO of Align, a digital binder product for litigators. We discussed the genesis of Align, where non-AI legal technology tools fit into a law firm’s suite of applications, and how legal tech is transforming the practice of law.

Podcast reviews

Read Reinventing Professionals podcast reviews

4.9 out of 5

76 reviews

★★★★★

Lydia LegalTech 2023/09/12

Great host, guests and interviews! Must listen ⚖️

This podcast is a "must" for staying on top of the latest trends and insights in the legal industry. Ari Kaplan is a dynamic host who features legal i...

★★★★★

VinnyVinbaz 2023/08/10

Great experience

I was a guest on Ari’s podcast and the whole experience was very positive and smooth. Can’t wait to catch up on previous episodes and new ones coming ...

★★★★★

Stepan Khzrtian, Corpora 2023/08/10

Dynamic, insightful, and to the point

I really appreciate Ari’s podcast since it’s dynamic, to the point, and packed with insights! If we want to stay on top of the shifting landscape of ...

★★★★★

Law Firm Matchmaker 2023/08/10

Great interviews and interesting guests

Ari Kaplan is so knowledgeable and well-connected that it’s no wonder he is able to attract such great guests and ask such inciteful questions. Defini...

★★★★★

David Kamien 2023/08/10

Great way to gain insights about the legal profession

Ari Kaplan does a great job covering a huge range of topics related to the legal professional. He keeps the conversations succinct and informative. Th...

★★★★★

Candyman97214 2023/08/10

Reinviting Professionals

Ari knows everyone in the legal technology space and does a great job getting them to share wisdom and insights

★★★★★

Browe2020 2020/07/06

Great Interviews

Ari has some interesting guests on his podcast, and his interview style is conversation and succinct. Very informative and helpful.

★★★★★

ZFounder 2020/06/23

Easy Listen. Great Podcast.

Ari’s interviews are to the point and easily consumed. Highlighting the latest developments in the legal industry, Ari brings together some of the bes...

★★★★★

Legal Podcast Junkie 2020/06/17

An easy way to stay ahead of the curve.

Ari does an incredible job at connecting the dots between the legal industry’s change-makers and risk-takers — all while making it look easy. These s...

★★★★★

DreyChicago 2020/06/16

Great content and guests

Ari does excellent content and has wonderful guests in his show. I highly recommend this podcast.

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