

Notes To My (Legal) Self
Olga V. Mack
Hello! Welcome to Notes To My (Legal) Self. Together with our incredible guests, we explore topics of interest to in-house lawyers, including career tips, leadership, the future of law, mental health, legal tech, and more.
We've recently added specialty seasons to cater to specific interests of in-house lawyers:
AI Insights: Trends and applications of AI in law.
Let's Law Better: Improving legal operations.
Future Belongs to Builders: Innovations in legal tech.
Join us as we dive into these exciting topics!
We've recently added specialty seasons to cater to specific interests of in-house lawyers:
AI Insights: Trends and applications of AI in law.
Let's Law Better: Improving legal operations.
Future Belongs to Builders: Innovations in legal tech.
Join us as we dive into these exciting topics!
Episodes
Mentioned books

Nov 10, 2025 • 35min
Season 13, Episode 6: Build, Don't Bill: How Lawyers Can Scale with Automation (ft. Dorna Moini)
In this full episode of Notes to My (Legal) Self, host Olga V. Mack sits down with Dorna Moini, CEO and founder of Gavel, to explore how automation, no-code tools, and AI are empowering lawyers to scale their practice, streamline workflows, and expand access to justice, without burning out or billing more hours.Dorna shares her journey from Big Law litigator at Sidley Austin to legal tech entrepreneur. Her pro bono work with domestic violence survivors inspired her to create an online tool that evolved into Gavel, a leading legal automation suite that helps lawyers build repeatable, rules-based systems for client intake, document drafting, and negotiation.Together, they unpack what it means to build, not bill, and how forward-thinking legal professionals can use technology to serve more clients with less effort.In this conversation, they explore:• What it means to productize your legal services and turn expertise into scalable offerings• How automation and AI can increase revenue without increasing billable hours• The difference between rules-based automation and generative AI, and when to use each• How Gavel helps lawyers build “TurboTax for law” solutions without writing a line of code• Real-world examples of scalable legal services that expand access to justice• Why legal education is shifting to teach lawyers how to build systems, not just spot issuesKey Learning Outcomes:• Learn how to scale your legal practice through automation and no-code tools• Understand how to combine rules-based logic and AI to improve speed and quality• Discover how automation frees up time for strategy, empathy, and client relationships• Explore practical ways to package your expertise into repeatable, revenue-generating systems• Gain insight into the future of legal practice, one built by lawyers who buildIf you’ve ever wondered how lawyers can scale with automation and move beyond the billable hour, this episode will show you how to start building smarter, not harder.🌐 Explore more episodes, blogs, and insights at: http://www.notestomylegalself.com#LegalTech #Automation #LegalAutomation #AccessToJustice #LegalInnovation

Nov 3, 2025 • 34min
Season 13, Episode 5: From Courtroom to Code: The Dual Drive of Law and Tech (ft. Karl Seelbach)
In this full episode of Notes to My (Legal) Self, Karl Seelbach, litigation attorney and founder of Skribe.ai, explores how technology and AI are reshaping courtroom practice, legal testimony, and the very fabric of the litigation process.Karl shares his journey from a traditional courtroom litigator defending Fortune 500 companies to building a software platform that makes capturing legal testimony faster, smarter, and more accessible. He unpacks the challenges of bridging law and technology, the ethics of AI in litigation, and what it takes to go from practicing lawyer to legal tech founder.Karl explores:• Why the traditional deposition process is costly, outdated, and ready for disruption• How Skribe.ai leverages software and AI to modernize testimony capture• The nationwide shortage of stenographers, and what “non-stenographic depositions” mean for the future• How remote technology can improve efficiency, access to justice, and judicial transparency• The ethical and practical implications of generative AI in law• Lessons from Karl’s entrepreneurial journey, from overbuilding MVPs to finding product-market fitKey Learning Outcomes:• Understand how AI is transforming depositions, hearings, and transcript creation• Learn how to navigate resistance to innovation in traditional legal practices•Gain insights into balancing ethics, technology, and client stewardship• Explore how GenAI can improve speed, accuracy, and access to justice• Discover what it takes to transition from litigator to legal tech innovatorIf you’re a litigator, in-house counsel, or legal tech enthusiast curious about how generative AI and software are transforming the legal landscape, Karl’s story offers a powerful look into the next chapter of modern law.🌐 Explore more episodes, blogs, and insights at:http://www.notestomylegalself.com#LegalTech #Litigation #AIinLaw #LegalInnovation #SkribeAI #NotesToMyLegalSelf

Oct 26, 2025 • 34min
Season 13, Episode 4: The Roads Less Travelled: Alternative Career Paths in Legal (ft. Senne Mennes)
In this episode of Notes to My (Legal) Self®, Olga V. Mack sits down with Senne Mennes, former Big Law lawyer turned Co-Founder of ClauseBase, a company revolutionizing how legal professionals draft documents using automation and AI-powered tools.Together, they explore how Senne transitioned from traditional legal practice to entrepreneurship—and what every lawyer can learn from his journey.Here’s what you’ll explore: • How Senne went from drafting contracts at DLA Piper Brussels to co-founding a legal tech company • The skills that truly transfer from law to entrepreneurship (and the ones you’ll have to learn fast) • Why redefining your relationship with risk is crucial for innovation and growth • Emerging trends shaping the future of legal careers, from Gen AI to new hybrid roles like legal engineers.If you’ve ever wondered what life beyond the traditional legal path could look like, this conversation will inspire you to chart your own route.🌐 Explore more episodes, blogs, and insights at:http://www.notestomylegalself.com#LegalInnovation #Entrepreneurship #InHouseCounsel #CareerPivot

Oct 20, 2025 • 37min
Season 13, Episode 3: Legal Tech Disruptors, New Minds Innovating for Good (ft. Kara Peterson)
Season 13, Episode 3: Legal Tech Disruptors, New Minds Innovating for Good (ft. Kara Peterson)In this episode of Notes to My (Legal) Self®, host Olga V. Mack sits down with Kara Peterson, a marketing communications leader and co-founder of descrybe.ai, a legal tech startup democratizing access to legal information through AI.Kara’s story is as inspiring as it is unexpected. Coming from a background in public health and social justice, she never imagined she’d one day help build a legal AI company, let alone one that has summarized millions of judicial opinions across the U.S. for free.Together, Olga and Kara explore: • How AI can bridge the justice gap by making law more understandable and accessible • Why passion for justice isn’t limited to lawyers • The power of cross-disciplinary collaboration (and yes, the advantages of “marrying an engineer”) • What legal tech can learn from public health about tackling systemic inequitiesIf you’ve ever wondered how innovation, empathy, and a touch of humor can reshape access to justice, this conversation will leave you both informed and inspired.Explore more episodes, blogs, and insights at our official site: 🌐 www.notestomylegalself.com#LegalPodcast #InHouseCounsel #LegalTech #LegalInnovation #FutureOfLaw #AIinLaw #AccessToJustice #Leadership #LegalCareer

Oct 13, 2025 • 35min
Season 13, Episode 2: The Gig Economy for Lawyer is Coming (ft. Otto Hanson)
Season 13, Episode 2: The Gig Economy for Lawyers is Coming (ft. Otto Hanson)In this episode of Notes to My (Legal) Self, host Olga V. Mack sits down with Otto Hanson, Co-Founder and CEO of TermScout and Screens, for a forward-looking conversation about innovation, productization, and trust in legal technology.Otto shares how TermScout became the first platform to certify fairness in B2B contracts, how Screens enables lawyers to build and share AI-powered contract playbooks, and why the next evolution of legal work will combine human expertise with technology, not replace it.Together, Olga and Otto explore:• How AI is unlocking new business models in law• What “productized legal services” mean for practitioners and clients• Why a trust gap still exists between lawyers and AI• How certification and transparency can reduce sales friction• The steps every lawyer can take to start experimenting with AI safely and effectively. If you’re curious about the intersection of AI, contracts, and the future of legal work, this episode will inspire you to think like a builder and have fun doing it.S U B S C R I B E!Thank you for watching!Like, Comment, Subscribe and hit the bell so you never miss an episode!Subscribe to our channel: @NotesToMyLegalSelf#GigEconomy #InHouseCounsel #ScreensAI #OlgaVMack #TermScout

Sep 22, 2025 • 36min
Season 13, Episode 1: The Journey to a Transparent Marketplace for Legal Services (with Basha Rubin)
In this full episode of Notes to My (Legal) Self, Olga V. Mack sits down with Basha Rubin, CEO and Co-Founder of Priori to explore how legal marketplaces are transforming the way in-house teams find, hire, and manage outside counsel.Basha shares her journey from Yale Law School during the 2008 recession to co-founding Priori in 2013, and how the company evolved from serving individuals and small businesses to partnering with Fortune 10 enterprises. Together, Olga and Basha dive into the rise of legal marketplaces, the role of data and AI in decision-making, and why alternative providers are reshaping the future of legal services.Together, Basha and Olga explore:• Why the traditional big law model underserves many clients• How in-house teams can categorize legal work by risk and complexity• Practical benefits of marketplaces for efficiency, cost savings, and expertise• The growing importance of data-driven, defensible legal decisions• How AI and technology are shaping the future of outside counsel managementKey Learning Outcomes:• Understand how legal marketplaces provide alternatives to big law firms• Learn strategies for smarter allocation of legal work across risk levels• Discover how data and scorecarding can improve outside counsel selection• Gain insight into the impact of AI on in-house counsel decision-making• Explore the future of legal services through Priori’s marketplace model. If you’re an in-house lawyer, legal ops professional, or legal leader seeking innovative ways to manage outside counsel, Basha’s insights offer a roadmap for embracing efficiency, transparency, and strategic value.

Aug 25, 2025 • 42min
Season 12, Episode 9: Get Involved in Pro Bono & Community Service Projects (with Adriana Dulic)
In this episode of Notes to My (Legal) Self, Olga Mack sits down with Adriana Dulic, Chief Compliance Officer at a leading fintech company, to explore the powerful intersection of legal compliance, leadership, and service.Adriana shares her journey from private practice to a long-term in-house and compliance career, shaped by the dynamic world of financial technologies and regulatory change. But beyond her corporate role, Adriana offers a compelling case for why lawyers should make pro bono and community engagement a core part of their professional lives.In this conversation, you'll learn:What a day in the life of a CCO in fintech really looks likeHow compliance careers evolve with tech innovation and global oversightWhy pro bono work builds leadership skills and business acumenHow community service can ground legal careers in purpose and perspectiveWhat lawyers need to thrive in highly regulated, fast-paced industriesWhether you're charting a path in compliance, looking to make a meaningful career pivot, or seeking ways to serve beyond billable hours, this episode offers practical strategies and heartfelt insights on leading with integrity and impact.

Aug 18, 2025 • 34min
Season 12, Episode 8: The Law Alone Was Never Going to Be Enough! (with Avril Sisk)
The boundaries of a legal career are wider than you think. In this episode, Avril Sisk—independent corporate director and former judge—joins Olga Mack to explore how legal professionals can lead beyond traditional practice and reshape industries, communities, and boardrooms.With a career spanning public policy, nonprofit leadership, the judiciary, and corporate governance, Avril shares her inspiring journey and offers strategies for applying legal expertise across diverse sectors. If you've ever wondered how to take your legal career to new heights, this episode is for you.In this conversation, you'll learn:Why interdisciplinary skills are key to modern legal careersHow to transition into executive and non-legal leadership rolesThe value of community engagement in long-term professional successHow to pivot your career with resilience and purposeWhy viewing yourself as a client can transform personal developmentWhether you’re a lawyer exploring new horizons, a business leader looking to integrate legal insight, or someone passionate about community impact, Avril’s story will inspire you to reimagine the possibilities of a legal career.

Aug 11, 2025 • 31min
Season 12, Episode 7: GenAI Breaking through Technology Resistance in Legal Practice (with Tara Emory)
In the season finale of Notes to My (Legal) Self, Olga Mack is joined by Tara Emory—former big law antitrust attorney, general counsel, and legal tech consultant—for a candid conversation on how legal teams can overcome cultural and organizational resistance to GenAI.With two decades of experience at the intersection of law and technology, Tara shares her evolution from litigator to legal innovator. Drawing on her in-house and consulting work, she breaks down what it really takes to bring GenAI into legal workflows in a way that sticks.In this conversation, you'll learn:Why legal tech adoption is as much about culture as it is about codeHow in-house teams evaluate legal tools through a cost–value lensReal-world use cases for GenAI—from drafting contracts to redline comparisonsHow to align GenAI initiatives with company culture and strategic goalsWhy GenAI should enhance human clarity, not replace legal judgmentWhether you're a GC evaluating tools, a legal ops leader planning implementation, or a skeptic wondering where GenAI fits in, this episode offers practical insights to guide your next steps.

Jul 28, 2025 • 32sec
Season 12, Episode 5: Disruptive GC - Doing More for Less! (with Vinaya Ganesan)
The future of in-house leadership is bold, efficient, and business-driven. In this episode, Vinaya Ganesan, General Counsel for Europe at Firstsource Solutions, joins Olga Mack to share how GCs can do more with less—without compromising impact, innovation, or team morale.Drawing on her experience leading legal strategy for billion-dollar deals in tech and global outsourcing, Vinaya redefines what it means to be a modern, business-minded GC. From operationalizing legal strategy to empowering legal teams at every level, she shares actionable insights to elevate legal’s role across the enterprise.In this conversation, you'll learn:How to turn “more for less” into a legal leadership strategyHow to uncover hidden business pain points—and solve them proactivelyWhy empowering legal team members, including paralegals, fuels innovationWhat it takes to build trust and redefine the GC role as a business partnerScalable strategies to embed legal in operations and drive business outcomesWhether you’re a solo counsel, part of a lean legal team, or leading legal at the enterprise level, this episode is packed with insights on building agile, purpose-driven legal functions.


