Ben Affleck and Matt Damon Went 'Broke' 6 Months After Selling 'Good Will Hunting': 'I Thought We Were Now Rich For Life' Affleck sat down with Drew Barrymore and talked about the struggles of the early days of his and Damon's careers.

By Emily Rella

Opinions expressed by Entrepreneur contributors are their own.

Getty Images
Ben Affleck and Matt Damon attend Amazon Studios' World Premiere Of

Would you share a bank account with your roommate? It worked for Ben Affleck and Matt Damon.

Last week, Affleck dialed into "The Drew Barrymore Show" to share what he and his screenwriting buddy did to survive and how they really blew their first big paycheck.

"We did share a bank account and always thought it was perfectly normal," Affleck said, explaining that the two were both living in Boston at the time and needed to be able to take the train into New York City to audition.

"We would work a little bit, do extra work, or a line here or there, the occasional Burger King commercial, and then take that money and put it in the account. We were friends and we wanted each other to succeed," he added.

Affleck then shared how he and Damon eventually sold the script for their breakthrough hit "Good Will Hunting" for $600,000 and thought they were now "rich."

Their $600,000 payday in 1997 would equal roughly $1.128 million today, according to inflation calculators.

However, the script earnings weren't exactly tucked away, neatly, in the joint account.

"I thought we were now rich for life," Affleck said. "My needs are over, I'll never have to work again, I'm rich forever! We sold it for $600,000. We split that, $300,000 each, and then the agents got $30,000, so we had $270,000. We paid about $160,000 in taxes so we had $110,000. We each bought $55,000 Jeep Cherokees and then had $55,000 left."

The pair of best friends also decided to rent a $5,000 party house near Hollywood.

Affleck admitted that he and Damon both went broke in six months.

It all worked out, though. The two went on to win the Oscar for Best Screenplay for "Good Will Hunting," which was released in 1997. The movie also earned Robin Williams an Oscar for Best Actor in a Supporting Role.

Affleck and Damon have gone on to be two of Hollywood's biggest stars.

Affleck's net worth is estimated to be around $150 million and Damon's is an estimated $170 million.

Emily Rella

Senior News Writer

Emily Rella is a Senior News Writer at Entrepreneur.com. Previously, she was an editor at Verizon Media. Her coverage spans features, business, lifestyle, tech, entertainment, and lifestyle. She is a 2015 graduate of Boston College and a Ridgefield, CT native. Find her on Twitter at @EmilyKRella.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Business News

Citigroup Eliminated More Jobs This Week. Here's Which Roles Were Affected.

Citigroup aims to cut 20,000 jobs by 2026 and is now more than halfway to its goal.

Business News

Your Old Apple AirPods Can Soon Act as an Over-the-Counter Hearing Aid, According to the FDA

The new software is compatible with the Apple AirPods Pro and accessible through iOS — for free and now FDA-authorized.

Business News

Your Website Traffic Will Vanish in 2025. Do This Now!

The era of easy website traffic is over. AI-driven search slashes organic traffic, but I'll show you how to adapt, optimize, and thrive in 2025!

Growing a Business

8 Winning Strategies for Succeeding in a Hyper-Competitive Market

This article highlights essential considerations and powerful strategies for excelling in a fiercely competitive and oversaturated market.