In this follow-up episode of Trust Issues, Ruma Mazumdar welcomes back executive coach and AI expert Jesse Frye to discuss how AI is reshaping estate planning and what legal professionals need to know. From DIY will platforms to agentic AI tools that mimic human workflows, Ruma and Jesse dig into the promises, pitfalls, and personal hesitations around using AI in people-centered legal practices. They explore how to identify friction points, personalize client experiences, and scale law firms—without sacrificing trust. This is an essential conversation for anyone navigating the evolving balance between automation and empathy in law.

In this eye-opening episode of Trust Issues, host Ruma Mazumdar sits down with Jesse Frye, an executive coach and AI expert, to explore the rapidly evolving intersection of AI and legal services. Together, they unpack the rise of agentic AI, what it means for lawyers, and how legal professionals can leverage automation to increase efficiency—without losing the human touch. From replacing mundane admin tasks to enhancing estate planning workflows, this conversation demystifies what AI can and can’t do for your firm and why fear shouldn’t hold you back from embracing it.

Ruma Mazumdar shares her raw, unfiltered journey of building Key Esquire law firm from the ground up. From leaving a six-figure corporate job to navigating the challenges of hiring, firing, and establishing a sustainable business culture, this episode offers valuable insights for entrepreneurs in their early stages.

Ruma Mazumdar, founder of Key Esquire, breaks down why having just a will isn’t sufficient for comprehensive estate planning. Through real client stories and expert insights, this episode explores the essential components of a modern estate plan, common misconceptions about wills, and why millennials need to start planning earlier.

In this episode, Ruma Mazumdar discusses the crucial intersection of real estate and estate planning. She explains how proper planning can transform property into generational wealth and highlights common pitfalls to avoid. The episode covers property titling, probate processes, tax considerations, and strategies to prevent family disputes over real estate inheritance.

In this debut episode, Ruma Mazumdar, founder of Key Esquire, shares her personal journey from corporate law to establishing her own firm. She discusses her immigrant background, experience in NYC law, and how personal transitions (including marriage, business launch, and divorce) shaped her approach to wealth building and protection. Ruma explains how Key Esquire helps clients navigate real estate transactions and estate planning with a human-first approach.