Great Women in Compliance

Lisa Fine and Hemma Lomax

For a long time, compliance was perceived as a part of the larger legal world. Today, compliance is its own profession—a place where people work tirelessly to make the world a better place, one where doing the right thing is the standard for everyone. There are a lot of amazing and inspirational women who have helped the compliance field develop into what it is today, and women are joining this field every day. They are leading the work on cutting-edge issues and breaking barriers for women. Join Hemma Lomax and Lisa Fine as they talk with women in compliance who are making a difference. This podcast is part of the Compliance Podcast Network.

  1. The New Architecture of Legal and Compliance with AI

    4H AGO

    The New Architecture of Legal and Compliance with AI

    In this episode of Great Women in Compliance, Dr. Hemma R. Lomax speaks with Sam Flynn, co-founder of Josef, about the transformation of legal and compliance functions through technology. They discuss the importance of human-centered design, the role of AI in legal architecture, and the need for trust in AI tools. Sam shares his journey from creating Myki Fines to building self-service legal solutions that bridge the access-to-justice gap. The conversation emphasizes the importance of user experience, governance practices, and the need to rethink traditional professional roles in the legal field. Takeaways: Legal and compliance functions must evolve to be more human-centered. AI can significantly enhance legal decision-making processes. Trust in technology is crucial for successful implementation. User experience should be prioritized in legal tech solutions. Automation can free up valuable time for legal professionals. Access to justice is a critical issue that can be addressed with technology. Rethinking traditional roles in law can lead to better outcomes. Data-driven insights can improve compliance practices. Collaboration between experts and end-users is essential for success. Legal technology should focus on delivering real value to users. Sound Bites: "AI should unleash human potential." "Trust is the key to unlocking value." "We need to build trust in our technology." Chapters: 00:00 Introduction to Legal Transformation 02:32 The Journey of Sam Flynn and Mickey Finds 05:30 Rethinking Legal Systems and Design 08:10 Substance Over Form in Legal Processes 10:56 The Role of AI in Legal Architecture 13:39 Building a Legal Front Door 16:24 User Experience in Compliance 18:54 Engagement and Data Utilization 21:56 The Future of Legal Workflows 24:29 Deciding Between Automation and Human Input 26:56 Navigating High-Risk Inquiries 27:50 Strategic Automation for Stakeholder Engagement 28:58 The Importance of Human Expertise in AI 30:57 Transforming Fear into Opportunity with AI 32:59 Building Trustworthy AI in Legal Settings 36:56 Governance Practices for AI Deployment 43:51 Access to Justice: Bridging Gaps with Technology Guest Biography: Sam Flynn is the Co-Founder and Chief Operating Officer of Josef, a legal automation platform that empowers legal and compliance teams to create reliable, self-serve tools — no coding required. In his role, Sam leads Josef’s business operations, governance, marketing, and customer success functions, scaling both product impact and organizational trust. An ex-BigLaw litigator and experienced legal technologist, Sam has long been passionate about using technology to bridge the access-to-justice gap and elevate the delivery of legal services. In 2016, he built Myki Fines, a public-facing legal tech solution that attracted more than 60,000 users in its first month and helped catalyze reforms to unfair laws. At Josef, Sam combines legal expertise with product and operational leadership to help teams rethink how legal and compliance work gets done — shifting from inbox-driven bottlenecks to strategic architectures that deliver decision-useful guidance at scale. He is a frequent speaker on generative AI in legal, a board member of the Center for Legal Innovation, and an advocate for human-centered legal design.

    48 min
  2. Why Decision Rubrics Matter in the Age of AI with Hemma Lomax and Shalini Rajoo

    FEB 11

    Why Decision Rubrics Matter in the Age of AI with Hemma Lomax and Shalini Rajoo

    In this conversation, GWIC host Dr. Hemma R. Lomax and Shalini Rajoo explore the critical role of decision rubrics in governance, accountability, and trust, especially in the context of AI. Shalini shares her journey from law to compliance, emphasizing the importance of understanding systems and the impact of leadership on decision-making processes. They discuss how transparency and clarity in decision-making can build trust within organizations and the necessity of responsible AI governance. Practical tips for improving decision quality are also provided, highlighting the importance of self-awareness and critical thinking in leadership. Takeaways: The biggest risk in governance is unclear decisions. AI amplifies existing clarity or confusion in decision-making. Systems and rules reflect the identities of their architects. Everyone has an impact on those around them every day. Leadership is about improving the people around you. It's not just about rules; it's about how people behave. Decision rubrics provide consistency and predictability in outcomes. Transparency in decision-making processes builds trust. Slowing down to ask questions can lead to better decision-making. Writing down the reasons for decisions brings clarity and accountability. Sound bites: "Systems and rules are not inherently neutral." "Transparency in decision making builds trust." "Slow is smooth, and smooth is fast." Chapters: 00:00 Introduction to Decision Rubrics and Governance 02:55 Shalini's Journey: From Law to Governance 06:09 The Impact of Systems on Leadership and Accountability 09:09 Transitioning to Compliance and Ethics 11:49 Understanding Decision Rubrics in Compliance 15:06 The Role of Leadership in Decision Making 18:03 Designing Conditions for Effective Decision Making 20:47 The Importance of Transparency in Decision Processes 24:09 Decision Rubrics: Building Trust in Organizations 26:49 AI and Governance: Leadership Infrastructure Failures 29:47 Responsible AI: The Role of Ethics and Compliance 32:55 Practical Tips for Improving Decision Quality 36:00 Conclusion: The Future of Decision Making in AI Guest Biography: Shalini Rajoo is the Founder and Principal Consultant of Shalini Rajoo Advisory, LLC, where she partners with organizations to design governance, compliance, and decision-making systems that are resilient, trustworthy, and aligned to real operational pressures. Across more than two decades in law, compliance, HR, and organizational leadership, Shalini has helped companies and leaders move beyond check-the-box frameworks to build structures that embed accountability, clarity, and performance into everyday decisions. She began her career in South Africa, first as a public prosecutor and then leading regulatory work with the Department of Trade and Industry, collaborating with legislative and executive stakeholders on corporate, competition, and consumer law. After relocating to the U.S., Shalini practiced commercial litigation. She later served as Director of Global Business Conduct for a Fortune 500 company, where she redesigned ethics and compliance systems, led global risk assessments, and championed psychological safety and integrity-based practices. Today, Shalini’s work centers on helping leaders clarify decision rights, governance architectures, and accountability pathways — especially as organizations adopt AI and automation. She recently spoke at the Opal Group’s Corporate Governance & Ethics in the Age of AI conference, where she reframed AI governance as a leadership-infrastructure challenge rather than a purely technical or compliance one.

    58 min
  3. Don’t Freak Out: Compliance from a Prosecutor-Defense Lens

    JAN 21

    Don’t Freak Out: Compliance from a Prosecutor-Defense Lens

    Dive into the world of compliance and high-stakes investigations! In this episode of #GWIC, Hemma Lomax talks with Jamie Hoxie Solano, Partner at Dynamis LLP and former federal prosecutor, about how compliance and legal teams can lead with precision when incidents become investigations—especially where cyber risk and digital assets raise the stakes and the speed. We cover: What prosecutors look for when assessing credibility and cooperation The “first 72 hours” of an internal investigation: triage, scope, evidence, and governance Why cyber and digital assets matter in changing the evidence trail and the decision timeline How to protect privilege while still moving fast Practical guidance for cross-functional leadership under pressure Jamie's Bio Jamie Hoxie Solano is a Partner at Dynamis LLP and a former federal prosecutor. She represents individuals and companies in high-stakes matters spanning government and internal investigations, white-collar and regulatory defense, and cybercrime and digital asset disputes. Before returning to private practice, Jamie served as an Assistant U.S. Attorney in both the Northern District of Texas and the District of New Jersey, working in units including cybercrime and national security, and serving (among other leadership roles) as the Digital Asset Coordinator for the District of New Jersey.  She is also an adjunct professor at Seton Hall Law School, where she teaches Persuasion and Advocacy.

    35 min
4.9
out of 5
56 Ratings

About

For a long time, compliance was perceived as a part of the larger legal world. Today, compliance is its own profession—a place where people work tirelessly to make the world a better place, one where doing the right thing is the standard for everyone. There are a lot of amazing and inspirational women who have helped the compliance field develop into what it is today, and women are joining this field every day. They are leading the work on cutting-edge issues and breaking barriers for women. Join Hemma Lomax and Lisa Fine as they talk with women in compliance who are making a difference. This podcast is part of the Compliance Podcast Network.