Technically Legal - A Legal Technology and Innovation Podcast

Technically Legal - A Legal Technology and Innovation Podcast

Technically Legal is a legal tech podcast exploring how technology is transforming the legal landscape. Each episode features insightful interviews with legal innovators, tech pioneers, and forward-thinking educators who are leading this change. Our guests share their experiences and insights on how technology is reshaping legal operations, revolutionizing law firm practice, and driving the growth of innovative legal tech companies. We also explore the broader implication of technology on everyone involved in the legal system, from practitioners to clients. The podcast is hosted by Chad Main, an attorney and founder of Percipient, a tech-enabled legal services provider. Chad launched Percipient on the belief that when technology is leveraged correctly, it makes legal teams more effective. Technically Legal Podcast is an ABA Web 100 Best Law Podcasts Honoree.

Episodes

May 1, 2025 37 mins

A conversation with Yelena Shkolnik, a partner at Jump Capital, a venture capital firm with growing interest in legal tech companies. Yelena shares her journey from investment banking and entertainment finance to the world of venture capital, highlighting her focus on identifying transformative technologies.

The conversation delves into Jump Capital's investment philosophy, particularly their thematic appr...

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Amanda Tuminelli, Chief Legal Officer for the DeFI Education Fund, visited the podcast in September to discuss her crypto journey, her role with the organization and its objectives.

Since then, she was promoted and is now the Executive Director of DEF which is a nonpartisan research and advocacy group working to explain the benefits of DeFi, achieve regulatory clarity for the future of the global digital e...

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In this episode, author of "Systemology" and business systems expert, David Jenyns, discusses the importance of systemizing business processes, even in the nuanced field of law. Jenyns debunks the myth that legal work is too bespoke to be systemized, explaining how just like any other business, documenting legal workflows unlocks scalability and creativity. He shares his journey from digital SEO agency owner to becomin...

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A conversation with Sean Fitzpatrick, CEO of LexisNexis, North America, UK, and Ireland. Fitzpatrick discusses how LexisNexis is integrating AI into its products to enhance legal practice. The discussion covers the company's approach to innovation, the role of AI in improving attorney efficiency and client outcomes, and the future of legal technology. Key topics include LexisNexis's AI assistant "Pro...

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A conversation with Jaron Luttich, co-founder of Element Standard, a legal tech startup designed to bring transparency and organization to litigation. Jaron discusses how Element Standard's "CONTROLit" app and litigation cartography help litigators manage cases, improve client communication, and streamline internal processes. He highlights the disconnect between traditional legal practices and modern client expectation...

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This episode involves two people with very distinguished careers. Bridget M. McCormack who now heads the American Arbitration Association (AAA) and Colin Rule, the founder of ODR.com just acquired by The AAA.

Bridget has served in just about every role you can in the legal industry. She started her legal career in legal aid and as a public defender handling trials and appeals. She then moved to teaching la...

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This episode features Daniel Rollingher, co-founder of Fabrica, a company leveraging blockchain technology to revolutionize real estate ownership. Rollingher discusses Fabrica's innovative approach to putting real estate titles on chain, creating a more transparent and efficient system for property transactions. He explains how Fabrica's platform uses NFTs to represent property ownership, simplifying the process of buy...

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Jack Weinberger, co-founder of Ajax, a legal tech app that handles timekeeping for lawyers, shares his unconventional journey from finance to legal tech. Jack discusses his experiences in investment banking and private equity, and how those roles, while not directly related to law, sparked his interest in entrepreneurship and ultimately led him to the world of legal tech. He details the challenges of building a legal t...

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This episode features Tom Dunlop, founder of Summize, a contract lifecycle management (CLM) platform. Tom discusses his unique path to founding Summize, from his background as a professional athlete and lawyer to his passion for solving real-world problems with technology.

Key takeaways:

  • The genesis of Summize: Tom explains how his experie...

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A conversation with Lucas Moskowitz, General Counsel for financial services company Robinhood. Launched in 2013, Robinhood’s stated mission is to "democratize finance for all" by making it easy for investors to start investing with a few bucks rather than having to be a high roller. Key to this effort is the fact that Robinhood offers commission-free trading and also provides access to cryptocurrencies.

Th...

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In this Best of 2024 episode, we revisit our conversation with Scott and Digby Leigh, founders of AltFee—a legal tech startup tackling one of the industry’s biggest challenges: the billable hour.

Despite decades of debate, the billable hour still dominates legal billing. Enter AltFee. The app helps legal professionals scope, price, and manage projects using alternative fee arrangements (AFAs), offering clients more transparency and...

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What does it take to build a successful legal tech startup?
 
In this Best of 2024 episode, we revisit our conversation with Zach Posner, co-founder of the LegalTech Fund, an investment fund focused on supporting innovative legal technology companies.

Zach’s unique perspective on leg...

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In one of the most popular episodes of 2024, John Grant talks about how legal teams can adopt Agile and Kanban project management methodologies to optimize workflows, correct bottlenecks and increase client satisfaction. John is a lawyer and the founder of The Agile Attorney consultancy.

As John explains, the traditional project management method is waterfall. A technique often used by technology companies, involving a sequential a...

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Conrad Everhard, founder of Flatiron Law Group discusses his career trajectory from Georgetown University to becoming a partner at Big Law firms Jones Day and Brian Cave. He explains why he left BigLaw to found Flatiron Law Group, to provide a more cost effective and efficient way to offer legal services to clients involved in mergers and acquisitions.

To do so, the firm leverages a multi-pronged model: flat fees, low overhead, gen...

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This episode features Stan Shepard, General Counsel of Atlassian, a leading provider of team productivity and collaboration software. Stan discusses his unique career journey from a finance journalist to the current GC of Atlassian. He shares valuable insights into how Atlassian's legal department leverages the company's productivity software products and AI for maximum efficiency.

Episod...

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New Era ADR CEO Rich Lee makes a return appearance to Technically Legal to talk about the company’s cutting-edge platform revolutionizing dispute resolution. Rich first came on the podcast in 2021 right as the company launched. Rich discusses the company's mission to provide a faster, more efficient, and cost-effective alternative to traditional litigation and arbitration, the company’s growth and what he has learned ...

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This episode features Matthew Rasmussen, Founder and CEO of ModeOne, which is an app that provides targeted smart phone data discovery. Matt discusses his journey from a psych major waiting tables to landing a job in eDiscovery in its earliest days-- a job that ultimately helped him land jobs in BigLaw for multiple firms running their litigation technology departments. It was when he was working for O’Melveny & Meyers ...

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Jason Heinze originally wanted to be an architect but got into disability law after taking over his father in law’s practice. To establish his client’s disability claims, he would have them manually enter daily notes into a pain journal, but he often had difficulty getting clients to consistently maintain the journals because they might forget and it was a completely manual process.

He thought to himself, ...

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Amanda Tuminelli, Chief Legal Officer for the DeFI Education Fund, visits the podcast to discuss her role with the organization and its objectives. (What is DeFi? It is shorthand for Decentralized Finance and the backbone of DeFi is blockchain technology and smart contracts.)

The DeFi Education Fund is a nonpartisan research and advocacy group working to explain the benefits of DeFi, achieve regulatory cla...

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AffiniPay is historically a fintech company with a big presence in legal. Their flagship product is LawPay used by law firms to bill clients and accept payments. Dru joined the company in 2021 and right around that time, the company ventured beyond the world of payment software and acquired MyCase, which is law practice management software used by law firms to keep all case details and documents in a single location, k...

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