Prudential Securities Adopts Secure Online Messaging Through Tumbleweed Communications

Secure communications channel integral to e-business relationships

REDWOOD CITY, CA - July 25, 2000 - Tumbleweed® Communications Corp. (Nasdaq:TMWD), a leading provider of advanced email solutions for business communications and Prudential Securities Incorporated today announced that the securities firm has chosen Tumbleweed Integrated Messaging Exchange™ (IME™) as its platform for secure online messaging. Tumbleweed IME is a platform and set of applications for creating secure communications channels between a business and its customers, partners, and suppliers. "Establishing a secure two-way communications channel with our customers online is vital to our success," said Jim Burke, senior vice president, corporate development, PrudentialSecurities.com. "Tumbleweed IME is the right platform for Prudential Securities, our customers and business partners. We intend to deploy several innovative applications on IME." "PrudentialSecurities.com understands how significant online relationships are," said Jeffrey C. Smith, president and CEO, Tumbleweed Communications Corp. "With Tumbleweed IME, Prudential Securities can offer valuable information and services to its customers, all within a secure environment that can be accessed via any email client and browser."

About PrudentialSecurities.com
PrudentialSecurities.com is the Internet division of Prudential Securities, a fully diversified, global securities firm based in New York City, serving clients in the United States and overseas through a network of approximately 7,000 Financial Advisors and 300 offices. Prudential Securities.com creates and implements innovative, technology-driven, web-based programs and solutions for the firm. Prudential Securities is a subsidiary of The Prudential Insurance Company of America.

About Tumbleweed Communications Corp.
Tumbleweed is a leading provider of solutions for managing secure communication and collaboration to enable the business Internet. Tumbleweed's robust policy-based framework empowers organizations to safely share and protect critical information, increase customer loyalty and privacy and dramatically reduce costs. Tumbleweed is trusted by 1,000 blue-chip customers including American Express, Chevron, Datek Online, the European Union's Joint Research Council, First Union Wachovia, John Deere, Merrill Lynch, Nike, Northern Trust, NTT, Salomon Smith Barney, Travelers and US Food and Drug Administration. One hundred of the Fortune 500 are Tumbleweed customers. Tumbleweed Communications was founded in 1993 and is headquartered in Redwood City, Calif., with offices around the world.

Except for the historical information contained herein, the matters discussed in this press release may constitute forward-looking statements that involve risks and uncertainties that could cause actual results to differ materially from those projected, particularly with respect to the security features of Tumbleweed's products and the activities of any third party. In some cases, forward-looking statements can be identified by terminology such as "may," "will," "should," "potential," "continue," "expects," "anticipates," "intends," "plans," "believes," "estimates," and similar expressions. For further cautions about the risks of investing in Tumbleweed, we refer you to the documents Tumbleweed files from time to time with the Securities and Exchange Commission, particularly Tumbleweed's Form 10-K filed March 30, 2001 and Form 10-Q filed November 13, 2001. Tumbleweed assumes no obligation to update information contained in this press release.