The Biggest Mistakes Business Owners Make Before Filing Bankruptcy

August 14, 2026
What is your background in bankruptcy law and the type of work you focus on today?

I began my career as a paralegal focused on bankruptcy work in the Pennsylvania area, which laid the foundation for my legal path. After six years, I attended law school to specialize in bankruptcy, completing my degree in two and a half years. I clerked for a bankruptcy judge and later joined various law firms before establishing my own practice. I also spent time as a partner and chair of a bankruptcy group at a large firm before restarting my own firm.


What usually happens within a business before bankruptcy becomes part of the discussion?

Businesses facing bankruptcy often experience chaos and denial. Owners scramble to keep the business afloat and are emotionally invested, making it hard to accept failure. They attempt cost-cutting measures like layoffs, which can limit growth and damage morale. Denial prevents them from acknowledging the need to address and fix the business's trajectory.


Where do business owners often misread their situation or delay action?

Owners frequently believe they can cut their way to solvency, which is rarely effective because it limits business growth and damages morale. They also tend to wait until a liquidity crisis is imminent, which complicates paying expenses during bankruptcy. It's crucial to generate liquidity and prove to the bankruptcy court that the business is cash flow positive.


How do cash flow issues, creditor pressure, and legal exposure interact during financial distress?

The interaction depends on which creditors are most demanding. Business owners might feel inclined to pay critical vendors to keep them placated, but this can lead to litigation and doesn't guarantee future business. It's often better to wait until after filing for bankruptcy to ensure court protection and maintain essential business operations.


What are some lesser-known consequences of taking the wrong approach before filing for bankruptcy?

Digging a deeper financial hole is a major risk. Spending funds prematurely can leave a business unable to cover day-to-day expenses, such as payroll and overhead, or to pay legal fees. This can force reliance on high-interest loans or personal assets as collateral, which is particularly risky for small business owners heavily invested in their companies.


How can handling bankruptcy early and strategically change outcomes for business owners?

Proactive planning allows for better outcomes. Business owners usually have a five-year plan, and consulting with financial advisors or bankruptcy lawyers early helps ensure a structured approach. Preparing schedules and financial statements before filing shows creditors and the court that the business is organized and has potential for success, fostering a positive relationship with the court.


What is your favorite aspect of being a bankruptcy lawyer?

I love the intellectual challenge and specialized nature of bankruptcy law. With over 25 years of experience, I feel at home in bankruptcy court. The field is both intellectually stimulating and collegial, with a small group of dedicated lawyers. Working with smart, engaged clients who are invested in their businesses is incredibly rewarding, as they appreciate and collaborate on the legal process.

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