By Michael DiFalco
Partner

When a celebrity’s divorce makes the news, it’s easy to focus on the drama. But behind the headlines are real legal issues that can apply to any couple, especially when it comes to prenuptial agreements

Sometimes, the best lessons come from those with the most at stake. Here are three high-profile cases that offer essential insights into how a prenup (or lack of one) can shape a divorce, and what you can do to protect yourself.

Jeff Bezos & MacKenzie Scott: The Cost of No Prenup

When Amazon founder Jeff Bezos and MacKenzie Scott announced their divorce, the world took notice—not just because of their status, but because of the financial implications. The couple did not have a prenuptial agreement in place. As a result, MacKenzie received approximately 25 percent of Bezos’s Amazon holdings, valued at around $38 billion.

Despite the split being amicable, the division of assets was significant.

Lesson: Even if both partners have good intentions, not having a prenup can lead to significant financial consequences, especially when one spouse has a growing business or substantial future earning potential. A prenup doesn’t mean you expect the relationship to fail. It’s about creating clarity and fairness in case life takes an unexpected turn.

Jessica Simpson & Nick Lachey: Unequal Earnings, Unequal Outcomes

Jessica Simpson and Nick Lachey married at the height of their fame in the early 2000s. At the time, Simpson’s career was on the rise, and she was earning significantly more than Lachey. However, they didn’t sign a prenup. When they divorced three years later, reports suggest Lachey received a multi-million-dollar settlement.

Lesson: When one partner earns more, owns property, or expects to receive family wealth, a prenup can help define what stays separate and what becomes shared. It protects both parties and encourages financial transparency from the start. Without one, courts step in to divide assets—and that may not align with your original intentions.

Kim Kardashian & Kanye West: The Power of a Clear, Enforceable Prenup

Kim Kardashian and Kanye West entered their marriage with an explicit prenuptial agreement. The contract outlined which assets would remain separate, including Kim’s businesses and Kanye’s financial interests. When they filed for divorce, reports suggest the prenup held up without major conflict.

Lesson: A strong, well-drafted prenup can take emotion and uncertainty out of a difficult process. By defining expectations early, couples can avoid drawn-out disputes and protect the things that matter most. A good prenup isn’t just about finances—it’s about peace of mind.

What These Cases Teach Everyday Couples

You don’t need to be famous—or wealthy—to benefit from a prenup. Whether you own a business, have student loans, or simply want to plan responsibly, a prenup allows you to start your marriage with transparency and mutual understanding.

At Aiello & DiFalco, we help New York couples draft agreements that are tailored, enforceable, and built to support the future you’re building together. We take the time to understand your goals and ensure the agreement reflects your values, not just your assets.

Trust us to help create an agreement that protects your interests while supporting a strong foundation for your marriage. It’s about thoughtful planning, not conflict.

Talk to a New York Prenuptial Agreement Attorney Today

If you’re thinking about a prenup, now is the time to start the conversation. Aiello & DiFalco works with individuals and couples to create agreements that are fair, respectful, and fully enforceable under New York law. Contact us today to schedule a confidential consultation. Planning now can make all the difference later.

About the Author
I am a partner at Aiello & DiFalco LLP, and my priority for my clients is to guide them through an arduous court case to provide them with the opportunity to write the next chapter in their lives. I tailor my approach to each client’s priorities and positions, and to the extent that matters can be predicted, I will always provide a realistic perspective of how the law could be applied to the particular facts and circumstances of a case. With more than a decade of experience handling hundreds of cases, I have the ability to get results on the issues my clients view as priorities. When cases or certain issues cannot be settled, I have a solid record of success at trials, hearings, and appeals. Feel free to contact me for a free initial consultation, I am always available to help.