Stacking Legal Skills: How Stints at Big Law, Biz Dev and and Legal Ops Paved the Way to the C-Suite for Akshay Verma (COO, SpotDraft)
Technically Legal - A Legal Technology and Innovation Podcast
Release Date: 02/19/2026
From Managing Partner to Intel CLO: Career Lessons and Thoughts on Modern Legal Practice (April Miller Boise)
Technically Legal - A Legal Technology and Innovation Podcast
In this episode April Miller Boise, with stints as Chief Legal Officer at Intel and managing partner at Thompson Hine, shares insights from her career. The conversation explores the shifting dynamics between corporate legal departments and outside counsel and the necessity of embracing legal technology. April also provides advice for junior lawyers on developing long-term expertise and trusted relationships in an AI-driven environment. Things we Talk About in this Episode Career progression: From Wall Street M&A partner and law firm managing partner to Chief Legal Officer. The...
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When Machines Have the Answers, Build Better Humans With AI Augmentation Not Automation (Vivienne Ming, Scientist, Professor, Author)
Technically Legal - A Legal Technology and Innovation Podcast
In this episode, discusses her new book, . The conversation examines the intersection of artificial intelligence and knowledge work, exploring how professionals can adapt to an increasingly automated economy. The discussion contrasts the limitations of basic AI task automation with the advantages of human-AI collaboration—the "cyborg" model—for solving complex, ill-posed problems. Ming highlights her research on forecasting market outcomes, the critical role of endogenous motivation, and how the legal industry and other elite professions must rethink entry-level training. Key Topics...
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Inside Microsoft Legal: A Look at AI Use Built for Scale (Rebecca Anderson - Head of Legal EMEA Microsoft)
Technically Legal - A Legal Technology and Innovation Podcast
This episode features a discussion between host Chad Main and , regarding the integration of artificial intelligence in corporate legal departments. The conversation covers Rebecca's career progression from a law firm associate to an international in-house counsel role. The core of the discussion examines Microsoft's internal AI deployment strategies, including the shift from personal productivity to intent engineering. Additionally, the episode addresses changing expectations for outside counsel regarding AI adoption and outlines the necessary skills for future legal professionals. Episode...
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Cost, Speed and Quality - One Law Firm’s Quest to Deliver All Three (Laurence Brown, Partner EIP and Head of Visser AI)
Technically Legal - A Legal Technology and Innovation Podcast
In this episode of Technically Legal, veteran patent lawyer Laurence Brown and Partner at the UK-based intellectual property firm EIP discusses the evolving concept of the "AI-native" law firm and how EIP is actively navigating this transition through their hybrid intelligence service, Visser AI. Laurence shares insights from his 25-year career, discussing how EIP uniquely integrates litigators and patent attorneys to provide comprehensive IP services. The core of the conversation centers on , named after the renowned European patent attorney Derk Visser, which leverages specialist...
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Affordable & Accessible: The Democratization of Legal Tech (Tyler Foreman VP of AI - Rocket Lawyer)
Technically Legal - A Legal Technology and Innovation Podcast
at , joins the show to discuss the intersection of artificial intelligence and the legal industry. Foreman shares his untraditional legal tech career path, spanning engineering at Intel, drone data analytics, and ultimately making the move to legal via contract lifecycle management (CLM) at DocuSign, before diving into his current work at Rocket Lawyer helping to provide legal resources for small-to-medium businesses and individuals. The conversation focuses on how modern generative AI and Large Language Models (LLMs) act as a legal operating system to simplify contract reviews, document...
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Building Software for Less: The Death of Expensive SaaS in the AI Era? (Nathan Wenzel - LegalOperatorAI)
Technically Legal - A Legal Technology and Innovation Podcast
We catch up with legal tech entrepreneur Nathan Wenzel to discuss his journey from founding and exiting to launching his newest venture, (formerly Lexiomatic). Nathan shares insights on the evolution of private equity (PE) structures, the shifting economics of the enterprise software market, and how artificial intelligence is disrupting traditional software development and corporate legal operations. Key Takeaways The Reality of Private Equity: Nathan breaks down the differences between growth PE, transition PE, and dividend-focused PE, highlighting his experience with operational scaling...
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The Rise of the Legal Quants (Jamie Tso & Raymond Sun)
Technically Legal - A Legal Technology and Innovation Podcast
Jamie Tso and Ray Sun, the founders of , discuss a fundamental shift in the legal profession: the transition from legal engineering to "legal quant" work. The conversation explores how technically fluent lawyers are using vibe coding, frontier AI models, and first-principles thinking to move beyond mere efficiency and toward the complete redesign of legal services. Jamie and Ray share their backgrounds in Big Law and their journeys into building custom legal tech tools. They delve into the origins of the LegalQuants community—an exclusive, invitation-only network of "builders"—and discuss...
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The AI Pilot is Over: Legal’s Moment to Move Beyond Experiments and Avoid the Innovator's Dilemma (Sabastian Niles, President & CLO Salesforce)
Technically Legal - A Legal Technology and Innovation Podcast
We welcome back , to discuss his recent "." As the legal industry hits a critical inflection point, Sabastian argues that the era of "AI theater" and small-scale pilots is over. The conversation dives deep into the Innovator’s Dilemma facing law firms, the shift toward agentic AI, and how firms must reimagine their business models to remain competitive. Sabastian highlights that legal professionals are uniquely positioned to lead the charge in trusted AI transformation, provided they embrace transparency, data integration, and shared efficiency gains with their clients. Specifically, ...
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Ayana Dow on Updating Crypto Regulation and Preserving the Freedom to Build (Senior Counsel, Defi Education Fund)
Technically Legal - A Legal Technology and Innovation Podcast
Ayana Dow, Senior Counsel at the shares her unique career trajectory from Big Law and Capitol Hill to the forefront of decentralized finance policy. The discussion centers on the critical need for regulatory clarity in crypto, the distinction between decentralized protocols and centralized entities, and the ongoing efforts to educate lawmakers on blockchain technology. Key takeaways include an analysis of how current market structure bills might shift oversight to the CFTC and the importance of protecting software developers to ensure the continued innovation of DeFi systems. Episode...
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Descrybe's Quest to Democratize Legal Research (Kara Peterson & Richard DiBona)
Technically Legal - A Legal Technology and Innovation Podcast
Kara Peterson and Richard DiBona, the husband-and-wife co-founding team behind Descrybe, discuss the legal research platform they built designed to "democratize access to the law." The discussion explores the unique dynamics of married cofounders and how they are leveraging Generative AI to disrupt a landscape long dominated by high-cost legacy providers. Richard, a software engineer, and Kara, a marketing expert, share their journey from a personal legal issue to building a platform that processes over 100 billion tokens of legal data. They explain why they chose to build an AI-native system...
info_outlineAkshay Verma, COO of SpotDraft explores his non-linear journey through the legal industry. From his early days as a big-law paralegal to lawyer to a business development role to leading legal operations at tech leaders like Facebook and Coinbase, Akshay shares his unique perspective on why the most successful legal departments prioritize process over technology.
The conversation dives deep into the realities of Contract Lifecycle Management (CLM), the evolution of the "agentic" legal tool, and why change management is the biggest hurdle for legal innovation. Akshay also discusses the "underdog mentality" that drew him to the startup world and the future of AI in legal workflows.
Key Takeaways:
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Process First: Technology is not a "magic pill" for broken workflows; centralized repositories and defined approval chains must come first.
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The Power of BD: Business development skills (evangelism and resilience) are critical for successful legal operations leaders.
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The "Holy Trifecta" of Legal Tech: Every department needs a CLM, a Spend Management tool (at scale), and an agentic Workflow/Intake tool.
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AI vs. Lawyering: AI will replace non-legal tasks, not the lawyers themselves, making AI literacy a new standard for the profession.
Episode Credits
Editing and Production: Grant Blackstock
Theme Music: Home Base (Instrumental Version) by TA2MI