The Biggest Mistakes Business Owners Make Before Filing Bankruptcy episode artwork

EPISODE · Jun 15, 2026 · 10 MIN

The Biggest Mistakes Business Owners Make Before Filing Bankruptcy

from The Legal Podcast Network

Episode Summary: In this episode of The Distressed Business Playbook, host Evan Mack sits down with Todd Duffy, a seasoned New York bankruptcy attorney, to explore the pitfalls business owners face when considering bankruptcy. Todd shares his journey from paralegal to founding his own firm, emphasizing the importance of addressing financial distress early. The discussion delves into the chaos and denial often present in struggling businesses, highlighting how these factors can lead to poor decision-making. Todd explains the critical need for liquidity during bankruptcy and the dangers of waiting too long to act. He also discusses the role of creditor pressure and the importance of strategic planning to ensure a successful restructuring. Listeners will gain valuable insights into how to prepare for bankruptcy and the benefits of working with knowledgeable legal and financial advisors. Key Timestamps: 00:01 – Introduction 00:30 – Todd Duffy's Background in Bankruptcy Law 01:40 – Chaos and Denial in Struggling Businesses 02:50 – Mistakes in Solvency and Growth Strategies 03:25 – The Liquidity Crisis Before Bankruptcy 04:07 – Creditor Pressure and Legal Exposure 05:03 – Consequences of Poor Pre-Filing Decisions 06:21 – Strategic Planning for Better Outcomes 07:08 – Importance of Early Legal Involvement 08:00 – Todd's Passion for Bankruptcy Law 09:01 – The Collegial Nature of Bankruptcy Practice About the Show: The Distressed Business Playbook is a podcast tailored for business owners and decision-makers facing financial challenges. Hosted by experienced professionals, the show offers insights into navigating bankruptcy, restructuring, and complex legal issues. With a focus on practical advice and strategic planning, each episode aims to equip listeners with the knowledge to make informed decisions. Whether you're dealing with creditor pressure or exploring restructuring options, The Distressed Business Playbook provides the guidance needed to steer your business toward stability and success.

In this episode of The Distressed Business Playbook, host Evan Mack sits down with Todd Duffy, a seasoned New York bankruptcy attorney, to explore the pitfalls business owners face when considering bankruptcy. Todd shares his journey from paralegal to founding his own firm, emphasizing the importance of addressing financial distress early. The discussion delves into the chaos and denial often present in struggling businesses, highlighting how these factors can lead to poor decision-making. Todd explains the critical need for liquidity during bankruptcy and the dangers of waiting too long to act. He also discusses the role of creditor pressure and the importance of strategic planning to ensure a successful restructuring. Listeners will gain valuable insights into how to prepare for bankruptcy and the benefits of working with knowledgeable legal and financial advisors.

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The Biggest Mistakes Business Owners Make Before Filing Bankruptcy

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This episode is 10 minutes long.

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This episode was published on June 15, 2026.

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Episode Summary: In this episode of The Distressed Business Playbook, host Evan Mack sits down with Todd Duffy, a seasoned New York bankruptcy attorney, to explore the pitfalls business owners face when considering bankruptcy. Todd shares his...

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