The Distressed Business Playbook
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.
Episodes

Thursday Jun 25, 2026
Thursday Jun 25, 2026
Episode Summary:In this episode of the The Distressed Business Playbook, host Evan Mack and New York bankruptcy attorney Todd Duffy discuss the intricacies of sub-Chapter 5 of Chapter 11 bankruptcy. Todd explains how this legal provision is designed to assist small businesses, such as bodegas and mom-and-pop stores, in restructuring their debts while maintaining operations. The conversation delves into the eligibility criteria, including debt limits and the simplified process that distinguishes it from traditional Chapter 11 cases. Todd highlights the relief business owners experience when opting for sub-Chapter 5 and the protections it offers against creditors. The episode provides valuable insights into how sub-Chapter 5 can facilitate a fresh start for small business owners, ensuring they can continue operations while resolving financial challenges.
Key Timestamps:00:01 – Introduction00:22 – Overview of Sub-Chapter 5 Bankruptcy00:40 – Traditional Chapter 11 vs. Sub-Chapter 501:59 – Ideal Candidates for Sub-Chapter 502:49 – Impact on Business Operations03:35 – Dealing with Creditors Under Sub-Chapter 504:31 – Legislative Changes and Debt Limits05:05 – Case Duration and Resolution05:28 – Ownership and Control During Bankruptcy06:26 – Common Misunderstandings About Bankruptcy07:29 – Successful Outcomes of Sub-Chapter 508:04 – Steps to Confirm a Plan
About the Show:The Distressed Business Playbook is a podcast dedicated to helping business owners navigate financial challenges and restructuring. Hosted by bankruptcy attorney Todd Duffy, the show provides practical advice and insights into the legal processes involved in business bankruptcy. Each episode features discussions on topics such as debt management, legal strategies, and financial planning, aimed at empowering listeners to make informed decisions. Whether you're a small business owner or a decision-maker facing financial pressure, this podcast offers valuable guidance to help you steer your business toward recovery.

Monday Jun 15, 2026
Monday Jun 15, 2026
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 – Introduction00:30 – Todd Duffy's Background in Bankruptcy Law01:40 – Chaos and Denial in Struggling Businesses02:50 – Mistakes in Solvency and Growth Strategies03:25 – The Liquidity Crisis Before Bankruptcy04:07 – Creditor Pressure and Legal Exposure05:03 – Consequences of Poor Pre-Filing Decisions06:21 – Strategic Planning for Better Outcomes07:08 – Importance of Early Legal Involvement08:00 – Todd's Passion for Bankruptcy Law09:01 – 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.







