In this episode, Attorney Ruma Mazumdar, real estate and estate planning attorney and founder of Key Esquire, opens up about rebuilding life after divorce — emotionally, financially, and legally. She shares practical steps for navigating home buying or renting after separation, understanding post-divorce finances, and making clear-headed real estate decisions that protect your future.

00:00 – Introduction: Ruma shares her personal experience of starting over after divorce 01:15 – Deciding whether to rent or buy after divorce 03:45 – Understanding your new financial reality and credit situation 05:10 – How divorce impacts your net worth and long-term goals 07:20 – Creating a realistic post-divorce budget 09:40 – Letting go of emotional attachment to the family home 11:30 – Protecting yourself when buying again: prenups, postnups, and trusts 13:10 – Building your support team: attorney, therapist, and real estate professionals 15:20 – Final thoughts: seeing divorce as a reset and a new beginning

Trust Issues: Only the kind that make you richer. A podcast where Attorney Ruma Mazumdar helps listeners navigate real estate, estate planning, and life’s legal decisions with confidence and clarity.

In this episode of Trust Issues: Only the Kind That Make You Richer, Attorney Ruma Mazumdar, founder of Key Esquire, breaks down the truth behind renting versus owning a home. Drawing from her own experience as a real estate and estate planning attorney who chooses to rent, Ruma shares practical insights about financial flexibility, cultural expectations, long-term planning, and what “stability” really means in today’s housing market.

00:00 – The pressure to own and why Ruma chooses to rent. 02:00 – Why renting can make sense for entrepreneurs and busy professionals. 04:00 – Challenging the belief that buying equals success. 05:30 – How liquidity and mobility can bring peace of mind. 07:00 – Investing excess income instead of paying a mortgage. 08:30 – Taxes, maintenance, insurance, and hidden expenses. 10:00 – Emotional decisions and financial overreach. 12:30 – What buyers often overlook. 14:00 – Why timing and life stage matter more than pressure. 15:00 – Owning or renting—choose what supports the life you’re building.

Trust Issues is a podcast hosted by Attorney Ruma Mazumdar, a real estate and estate planning attorney helping modern professionals make smarter financial and legal decisions. Each episode unpacks practical insights on wealth, homeownership, estate planning, and building a secure future—without losing your peace of mind.

Episode Summary 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.

Key Timestamps 00:01 – Welcome Back: AI + Estate Planning Round 2 01:14 – The Rise of DIY Estate Planning Platforms 03:35 – Ruma’s Concerns: Where AI Helps vs. Where It Feels Cold 05:02 – Why Clients Still Need Human Advisors 07:10 – Could an AI Avatar Guide Clients Through Your Process? 09:45 – Mindset Shift: Delegating Without Abdicating 12:20 – Can Video Replace Face Time? How to Know What Clients Want 14:18 – The DMV Example: When AI Actually Improves the Experience 17:10 – Agentic AI for Legal Marketing & Admin Tasks 20:00 – Personalization vs. Automation: Where AI Shines 23:05 – The Admin Time Trap: Using AI for Time Tracking & Cost Control 25:30 – Better Research, Faster Results: Ruma’s AI Research Tips 28:00 – How to Start with AI Without Getting Overwhelmed 30:45 – Why You Shouldn’t Sign Long-Term Contracts with AI Vendors 33:00 – The VC Landscape: What’s Growing, What’s Getting Acquired 35:14 – Final Thoughts: How to Vet AI Tools in Your Legal Practice 36:50 – Where to Find Jesse Frye Online 38:10 – A Bit of Nostalgia: Coaching Memories & First-Year Doubts

About the Show

Trust Issues is hosted by estate planning attorney Ruma Mazumdar, who tackles the evolving challenges and innovations in law, leadership, and entrepreneurship. Through candid conversations with experts and disruptors, the show helps legal professionals build smarter, more resilient, and more human-centered practices in a digital-first world.

Episode Summary

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.

Key Timestamps 00:01 – Welcome to Trust Issues 01:18 – Meet Jesse Frye: From Legal Coaching to AI Integration 03:30 – What Is Agentic AI? How It’s Different From Traditional Automation 06:22 – Using AI to Automate Legal Intake, Scheduling & Matter Creation 09:40 – Will AI Eliminate Legal Jobs? The Truth About Workforce Disruption 13:15 – Why Lawyers Should View AI as an Opportunity, Not a Threat 15:35 – What AI Still Can’t Do: The Role of Attorneys in an AI World 18:30 – Overcoming Fear: How to Encourage Teams to Use AI Tools 21:18 – First Steps: Building Comfort with Everyday Use Cases 24:10 – Where to Start: Identifying Friction Points in Your Law Firm 28:20 – How to Apply AI to Estate Planning and Legal Drafting 31:45 – Why RAG (Retrieval-Augmented Generation) Is a Game-Changer 34:00 – Ethical Use of AI: You’re Still Responsible for What AI Produces 36:18 – Outro: More to Come in Part Two on Estate Planning with AI

About the Show

Trust Issues is a podcast hosted by Ruma Mazumdar, focused on challenging norms in law, leadership, and entrepreneurship. Each episode features bold conversations with experts who are rewriting the rules in their industries—offering practical advice and strategic insights for forward-thinking professionals.

Episode Summary:

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.

Key Timestamps:

00:01 - Introduction

00:07 - Beginning of Key Esquire's journey

03:45 - First year challenges and hiring experiences

06:30 - Leadership lessons and mindset shifts

08:15 - Working with a business coach

10:20 - Evolution as a CEO and current leadership approach

About The Show:

“Trust Issues” is a podcast that explores the intricacies of building wealth through trust and integrity. Each episode delivers actionable insights and authentic stories from industry leaders and entrepreneurs.

Episode Summary:

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.

Key Timestamps:

00:01 - Introduction

00:07 - Why a will alone isn't enough

03:15 - Case study: First estate planning client experience

05:30 - Understanding probate in New Jersey

07:20 - The pitfalls of DIY estate planning

09:10 - Why estate plans need regular updates

10:15 - Millennial perspective on estate planning

11:00 - Real consequences of not having a plan

About The Show:

“Trust Issues” delivers practical insights on estate planning, wealth protection, and legacy building. Each episode provides actionable advice to help listeners make informed decisions about their financial future.

Episode Summary:

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.

Key Timestamps:

00:01 - Show introduction

00:08 - Episode topic introduction and importance of real estate in estate planning

02:30 - Property titling options and implications

04:15 - Understanding probate and how to avoid it

06:20 - Real estate as generational wealth

07:45 - Tax considerations and 1031 exchanges

08:45 - Preventing family property disputes

10:40 - Call to action and closing

About the Show:

"Trust Issues—Only the Kind that Make You Richer." is a podcast focused on helping listeners build and protect their wealth through proper legal planning. Hosted by Ruma Mazumdar, a real estate and estate planning attorney and founder of Key Esquire, the show provides practical legal insights for wealth protection.

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.

Key Timestamps:

00:01 - Show Introduction

00:08 - Ruma's background and immigrant upbringing

03:30 - Journey to founding Key Esquire

05:45 - Values and approach to client service

07:15 - Who Key Esquire serves

08:30 - Connection to real estate industry

10:15 - Working with Key Esquire process

11:30 - Personal money journey and business transformation

13:00 - Meaning behind Key Esquire name

14:24 - Outro and contact information

About the Show:

"Trust Issues—Only the Kind that Make You Richer." is a podcast focused on wealth building, protection, and legacy planning. Host Ruma Mazumdar brings her expertise as a real estate and estate planning attorney to discuss money, legal moves, and mindset shifts that weren't taught to many of us growing up.