Technically Legal - A Legal Technology and Innovation Podcast

• From Tractors to Timekeeping: Jack Weinberger’s (CEO Ajax) Legal Tech Journey

  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 tech company, emphasizing the importance of understanding the specific needs of lawyers and addressing the critical concerns of data security. Jack also provides insight into Ajax's innovative approach to timekeeping, which uses AI to automate the process of generating time entries by analyzing a lawyer's activity on their computer. He explains how Ajax integrates with popular practice management software and highlights the significant time savings and increased accuracy that Ajax offers to legal professionals. Finally, Jack shares some exciting upcoming features that Ajax is developing, including capturing impromptu conversations and further streamlining the user experience. Key Takeaways Career transitions from finance to legal tech are possible, highlighting the transferable skills and entrepreneurial spirit. Building successful legal tech solutions requires a deep understanding of lawyer workflows and pain points, with timekeeping being a major one. Data security is paramount in legal tech, and companies must prioritize client confidentiality. AI is transforming legal practice by automating tasks like timekeeping, allowing lawyers to focus on higher-value work. Additional Information Ajax website: https://www.joinajax.com/ Learn more about Jack.   

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• From Athlete to AI: Summize CEO's Legal Tech Entrepreneurial Journey (Tom Dunlop)

  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 experience reviewing hundreds of contracts manually led to the idea for Summize. Early challenges and the evolution of AI: Tom describes the initial challenges of summarizing contracts using AI in 2018 and how the advent of generative AI has revolutionized Summize's capabilities. Summize's unique approach: Summize differentiates itself by embedding its functionality within popular workplace tools like Slack, Teams, and Microsoft Word, allowing users to manage contracts without leaving their familiar workflows. How Summize works: Tom explains how Summize uses AI to curate contract data and provide summaries that are relevant and tailored to specific business needs. The future of Summize: Tom shares his vision for the future of Summize, including plans to further leverage AI, enhance native integrations, and incorporate validated content from the legal community.  Resources and Links: Summize Website: summize.com Connect with Tom on LinkedIn Keywords: legal tech, contract lifecycle management (CLM), AI, generative AI, contract summarization, legal technology, Summize, Tom Dunlop, Microsoft Word, Slack, Teams, Outlook, DocuSign

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• Connecting Main Street to Wall Street: How Data Driven Financial Regulation and Emerging Tech Like Crypto Can Help Bridge the Gap (Lucas Moskowitz - GC, Robinhood) (Replay)

  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. The discussion covers various topics, including: Robinhood’s Mission: Lucas explains Robinhood's mission to democratize finance by breaking down barriers to investing and making it accessible to everyone, regardless of their financial background. Lucas’s Career Path: Lucas shares his unique career journey, transitioning from big law to the SEC, Capitol Hill, and eventually Robinhood. He emphasizes the importance of diverse experiences in shaping his perspective. Regulation in the Financial Industry: Lucas advocates for a data-driven approach to regulation, striking a balance between investor protection and fostering innovation and access. Crypto & Blockchain: The potential of crypto and blockchain technology is explored, with Lucas highlighting their role in making financial markets more efficient. Education: The importance of educating investors about making sound investment decisions and also educating legal professionals about emerging technologies like blockchain and tokenization of assets. Stay in the know: Want to keep up to date about new episodes? Technically Legal Update List. Want to learn more about Percipient (percipient.co)? Follow Chad on Linkedin: Chad Main | LinkedIn Follow the podcast on LinkedIn: Technically Legal | LinkedIn Follow the podcast on Instagram: Technically Legal | Instagram Follow the podcast on X: Technically Legal | X   Episode Credits Editing and Production: Grant Blackstock Theme Music: Home Base (Instrumental Version) by TA2MI

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• Best of 2024: Can AltFee Kill the Billable Hour and Bring Transparency to Legal Billing? (Scott & Digby Leigh)

  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 value. Scott and Digby highlight why AFAs matter now more than ever: as AI reduces time spent on tasks, value-based pricing will become essential. AltFee provides a foundation for law firms to shift away from time-based billing, encouraging lawyers to focus on the actual value of their services—not just the clock. From scoping projects to auditing fees, this conversation explores the future of legal pricing and how AFAs can reshape client relationships for the better. If you’re curious about innovation in legal tech, or if you’re tired of the constraints of hourly billing, this episode is a must-listen. Episode Credits Editing and Production: Grant Blackstock Theme Music: Home Base (Instrumental Version) by TA2MI   Want to keep up to date about new episodes? Technically Legal Update List. Want to learn more about Percipient (percipient.co)? Follow Chad on Linkedin: Chad Main | LinkedIn Follow the podcast on LinkedIn: Technically Legal | LinkedIn Follow the podcast on Instagram: Technically Legal | Instagram Follow the podcast on X: Technically Legal | X

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• Best of 2024: Investing in Legal Tech and the Ingredients of a Successful Start-Up (Zach Posner, The LegalTech Fund)

  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 legal tech investing is rooted in his broad experience, including building an education tech company acquired by McGraw Hill. During our conversation, he shares valuable insights into what makes startups thrive. From the importance of transparent investor updates to fostering frequent, meaningful customer interactions that guide product development.   We also explore the LegalTech Fund’s investment focus: Tools leveraging contracting data for business insights Tech solutions expanding access to legal services Whether you’re an entrepreneur, an investor, or simply interested in the evolution of legal tech, this episode is full of practical advice and inspiring insights. Episode Credits Editing and Production: Grant Blackstock Theme Music: Home Base (Instrumental Version) by TA2MI   Want to keep up to date about new episodes? Technically Legal Update List. Want to learn more about Percipient (percipient.co)? Follow Chad on Linkedin: Chad Main | LinkedIn Follow the podcast on LinkedIn: Technically Legal | LinkedIn Follow the podcast on Instagram: Technically Legal | Instagram Follow the podcast on X: Technically Legal | X

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