Beyond the Fine Print

AI is advancing faster than the rulebook, digital assets are going mainstream, and risk leaders are being asked to make big calls before the precedents exist. In that world, compliance becomes less about checking boxes and more about judgment.Host Remy Rosen sits down with Hillary Rosenberg — a risk and compliance executive who's gone from prosecuting financial crimes at the Manhattan DA's office to leading enterprise compliance at Standard Chartered, BNY Mellon, and Valley Bank. They get into why risk and compliance can no longer live in silos, how AI is reshaping what compliance careers reward, and why the best leaders rarely just say "no." Hillary also breaks down the shift in digital assets — from the "Wild West" to the GENIUS Act and beyond — and shares the mindset she uses to make decisions she can still stand behind five years from now.A candid, practical conversation for anyone navigating compliance when the map keeps changing.Chapters (approx.)00:00 Intro00:56 Meet Hillary Rosenberg02:21 The end of silos: risk & compliance converge05:47 AI, automation, and the rise of the generalist08:26 Figuring out "the gray"13:04 The five-year test for tough calls15:32 Rarely saying "no": risk, reward, and enabling the business18:31 Digital assets & crypto: what changed21:58 The GENIUS Act, the Clarity Act, and a new paradigm24:18 Regulatory pullback and managing risk responsiblyBeyond the Fine Print is brought to you by Sedric. Follow for new episodes.

Beyond the Fine Print by SedricThe compliance profession is changing faster than ever. AI is transforming workflows, regulatory expectations continue to evolve, and the skills that drove career success just a few years ago may not be enough going forward.In this episode of Beyond the Fine Print, Remy Rosen sits down with Zach Plotkin, Managing Partner at Madison Davis and one of the leading recruiters focused on compliance, financial crime, and risk leadership. Drawing from hundreds of conversations with hiring managers, Chief Compliance Officers, and rising professionals across financial services, Zach shares what he's seeing firsthand in today's talent market.Together, they discuss:How AI is changing the compliance profession Why the role of compliance is becoming more strategic The skills firms are looking for in modern compliance leaders The biggest career mistakes professionals make Why networking still matters more than most people realizeHow to stay relevant in an industry evolving at unprecedented speedWhether you're a Chief Compliance Officer, risk leader, fintech executive, or someone early in your compliance career, this conversation offers practical insights into where the profession is headed and what it takes to succeed in the years ahead.#Compliance #RiskManagement #AI #FinancialServices #Leadership #Careers #Fintech #AML #FinancialCrime #BeyondTheFinePrint