

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

Jun 27, 2025 • 44min
Season 12, Episode 2: Wait, I Have To Know How To Do What Now? (with Minh Merchant)
In this episode of Notes to My (Legal) Self, Olga Mack continues the Legal Operations series with Minh Merchant, a three-time General Counsel and mission-driven legal leader in the healthcare industry.In “Leading with Intent,” Minh joins Olga to unpack what it really takes to become—and remain—a public company GC. From writing earnings scripts and navigating securities disclosures to conducting career “true-up” conversations, Minh shares how she’s built a business-aligned legal path by leading with clarity, courage, and intentionality.In this conversation, you’ll learn:How to “true up” your experience when pursuing a stretch roleWhat hiring managers actually look for in a general counselThe mindset shift from qualified to capableHow to tap into your network for mentorship and accelerated growthWhy asking “Do I still want this?” is key to long-term career alignmentWhether you're preparing for a leap into a new role, transitioning into a different industry, or refining your career blueprint, Minh offers a thoughtful, practical framework for legal leadership that lasts.This episode is for:In-house counsel mapping their next moveLegal ops professionals with executive ambitionsLegal leaders seeking growth beyond traditional career laddersTune in to explore what it means to grow your legal career intentionally—on your terms, and in alignment with where you’re headed next.

Jun 26, 2025 • 31min
Season 12, Episode 3: Stand Up, Speak Out, & Seek Help (with Tara Trantham)
The legal world can be intense—especially when you're the only lawyer in the room. In this episode, Tara Trantham joins Olga Mack to share her powerful story of navigating legal leadership, federal investigations, and mental health challenges without the safety net of a law firm or legal tech.With over 23 years as in-house counsel in financial services, Tara brings hard-won insights into how legal professionals can survive and thrive under pressure. From managing legal, compliance, and HR teams to advocating for mental health in high-stress environments, she delivers a candid look at what it takes to lead with resilience.In this conversation, you'll learn:How to survive high-stakes internal investigations as a solo GCWhy legal tech is essential—and what it costs to go without itHow to make a compelling case to the board for legal ops investmentWhat outside counsel can do to truly support in-house teamsWhy mental health advocacy is non-negotiable in today’s legal landscapeWhether you're a solo in-house lawyer, a GC managing change, or an advocate for wellness in the legal profession, this episode offers a clear, human roadmap to legal resilience and leadership.

Jun 22, 2025 • 43min
Season 12, Episode 1: Courting Change - Being the Change You Want to See (with Tyler Quillin)
In this episode, Tyler Quillin, Product and Regulatory Counsel at Xbox, joins Olga Mack to kick off Season 12 of Notes to My (Legal) Self with a powerful conversation on how legal professionals can better align with product teams, regulators, and executives in today’s fast-paced tech world.Drawing on his background as both an educator and in-house attorney, Tyler shares how a teaching mindset—paired with business fluency—can help legal teams collaborate more effectively, build executive trust, and deliver solutions that move the business forward.In this conversation, you'll learn:How to simplify legal guidance through analogies, visuals, and storytellingWhy early engagement with regulators can give your company a strategic edgeHow legal can say “yes” while managing risk and driving innovationPractical ways to systematize mentorship and leadership developmentHow to build trust across departments and become a true business partnerWhether you're an aspiring product counsel, a legal ops professional, or a tech-savvy in-house attorney, this episode offers a roadmap for adding real business value—without compromising on legal integrity.

Jun 13, 2025 • 29min
Season 11, Episode 10: AI, ESG, and Other Acronyms Didn't Expect to in my Legal Career (ft. Christine Uri)
Have you ever wondered how in-house legal teams can navigate the rapidly shifting landscape of AI and ESG? Join us in this episode with Christine Uri, Chief Legal and Sustainability Officer, as she reveals how legal leaders are shaping the future of their departments through innovation, governance, and purpose.In this conversation with Olga Mack, Christine shares her unconventional journey—from artificial intelligence governance to corporate sustainability—and explores how today’s legal professionals can thrive by embracing the unexpected.Tune in to discover:Why AI and ESG are no longer optional—they’re essential for legal teams.How legal leaders can balance innovation with governance.Why collaboration and proactive risk management are the keys to success.Practical steps for building effective AI oversight frameworks within legal departments.Don’t miss this chance to learn from Christine’s wealth of experience and her insights into how in-house lawyers can drive innovation while maintaining responsible oversight. Whether you're leading a legal department or just beginning your in-house journey, this episode will give you the tools to future-proof your career and your company.

Jun 9, 2025 • 33min
Season 11, Episode 9: Training Tomorrow's Lawyers with Emerging Technology (with Linsey Krolik)
The future of legal education is here! In this episode, Linsey Krolik joins Olga Mack to discuss how law schools can adapt to the rapidly changing landscape of legal operations and technology. Together, they explore how GenAI, legal ops, and tech adoption should be integrated into law curricula to better prepare students for in-house roles.Linsey shares her vision for reshaping legal education to equip the next generation of lawyers with the skills and mindset needed to thrive in modern legal departments. If you're passionate about the future of legal education, this episode is for you.In this conversation, you'll learn:How GenAI is reshaping legal education and what law schools can do to adaptWhy legal operations is a critical area of focus for future lawyersHow law students can develop skills that make them valuable contributors to legal techThe importance of hands-on experience and internships in preparing for legal ops rolesStrategies for continuous learning and adapting to the changing legal tech landscapeWhether you're a legal educator, an in-house lawyer, or simply passionate about the future of legal ops, this episode will give you a roadmap for the changes needed in legal education.

Jun 2, 2025 • 45min
Season 11, Episode 8: Chatting with Ultron: Empowering In-House Legal Teams with Gen AI Chatbots (ft. Navin Mahavijiyan)
Ready to make AI work for your legal team? In this episode, Navin Mahavijiyan unpacks the magic (and the challenges) of implementing and maintaining legal chatbots that are not just functional—but truly aligned with your team’s culture and tone.Continuing our Legal Operations series, Navin joins Olga Mack to share actionable insights on designing chatbots that help, not hinder. From the first step of chatbot implementation to scaling and ongoing maintenance, Navin gives you the roadmap for making AI a trusted ally in your legal ops toolbox.In this episode, you’ll learn:The real first step to chatbot implementation (spoiler: it’s not technical!)Why bot maintenance is critical for long-term successHow to humanize bots to fit your team’s unique language and valuesHow to use real-world scenarios to train your bot for greater impactWhy chatbots can amplify your team’s work, not replace itIf you're ready to dive into the world of legal chatbots, this episode offers everything you need—from initial setup to keeping your bot aligned with your evolving needs.

May 30, 2025 • 41min
Season 11, Episode 7: Data-Powered Belonging: Role of Legal Operations and People Analytics (with Flo Nicolas)
What if data could create a stronger sense of belonging in the legal profession? In this episode, Flo Nicolas shows how people analytics and bold leadership can transform legal teams from the inside out.Continuing our Legal Operations series, Flo joins Olga Mack to share her inspiring journey from traditional law practice to becoming a trailblazer for diversity, equity, and inclusion (DEI) in legal ops. With a mix of candor and strategic wisdom, Flo breaks down how data, risk-taking, and community-building can fuel real, lasting change.In this episode, you’ll learn:How people analytics can power smarter, more inclusive legal operationsWhy risk tolerance matters in building a modern legal careerHow setbacks and failures can become stepping stones to innovationStrategies for using data to bridge the gap between business and legal functionsWhy authentic networking is key to driving legal transformationIf you're passionate about building stronger, more inclusive legal teams—or curious about how data and human capital intersect—this episode offers actionable insights and inspiration for the future of legal leadership.

May 29, 2025 • 41min
Season 11, Episode 3: The Business Wants LegalTech They Just Don't Know It Yet (with Chad Aboud)
Think lawyers hate legal tech? They don’t—they just don’t know how much they need it yet. In this episode, Chad Aboud reveals how to sell legal tech into corporate legal departments and drive adoption that actually sticks.Continuing our Legal Operations series, Chad joins Olga Mack for a candid conversation about what really works (and what doesn’t) when bringing new solutions into legal teams. From building internal champions to avoiding post-sale burnout, Chad shares a playbook grounded in empathy, curiosity, and community-building.In this episode, you’ll learn:How to sell into legal without selling out your valuesWhy pre-agreeing on “wins” smooths tech rolloutsHow to build first versions that leave room for growthWays to engage sales, finance, and account management post-saleHow to become a trusted sounding board for lonely legal teamsIf you're ready to turn resistance into momentum—and move legal teams from “maybe” to “let’s go”—this episode is your essential guide. Tune in for real-world strategies, fresh perspective, and a smarter way to sell and implement legal tech.

May 29, 2025 • 37min
Season 11, Episode: 5 Tech & Law Love (with Colin Levy)
Think AI in legal is all hype? Think again. In this episode, Colin Levy breaks down how generative AI, litigation analytics, and strong communities are already reshaping the future of legal work.Continuing our Legal Operations series, Colin joins Olga Mack to share real-world lessons from years at the frontlines of legal tech transformation. From AI-powered workflows to the human side of innovation, this conversation goes beyond the buzzwords—and into what’s actually working.In this episode, you’ll learn:Where generative AI is already improving legal practiceHow litigation analytics are changing client strategy and courtroom winsWhy AI is perfect for solving legal admin bottlenecksHow to build your presence and voice in the legal tech communityWhy data and storytelling together are the secret to real legal changeIf you’re ready to move past the fear, embrace tech with empathy, and be part of the future of law, this episode is your guide. Tune in for practical insights, fresh ideas, and a whole new way to think about legal innovation.

May 26, 2025 • 36min
Season 11, Episode 6: Change Agents Assemble the Partnership Between ALSPs and Legal Ops (with Maryam Salehijam)
What if the future of law wasn’t just faster—but happier? In this episode, Maryam Salehijam reveals how ALSPs, legal tech, and a human-centered mindset can transform legal teams for the better.Continuing our Legal Operations series, Maryam joins Olga Mack to break down what alternative legal service providers (ALSPs) really offer, how to find the right fit, and why lawyer well-being must be part of every innovation conversation. With insights from both European academia and U.S. legal tech, Maryam brings a fresh, passionate take on building legal teams that thrive.In this episode, you’ll learn:What ALSPs are, how they work, and how to choose the right partnerHow ALSPs and tech together can fuel real legal transformationWhy legal ops leaders must rethink change management to avoid burnoutHow to turn tech adoption fatigue into lasting successWhy empathy and partnership are critical to building happier, healthier legal teamsIf you’re ready to reimagine what legal work can feel like—with the right tools and the right partners—this episode is your roadmap. Tune in for practical strategies, powerful insights, and a vision for a more joyful legal future.