Tumbleweed Offering Regional Internet Content Security Breakfast Briefings

Ten-city tour will feature presentations from leading security experts on how to protect your business-enabling online applications

REDWOOD CITY, CA - May 1, 2002 - Tumbleweed® Communications Corp. (Nasdaq:TMWD), a leading provider of secure content management solutions for enabling the business Internet, announced today that it is offering a new seminar series. The free seminar called "Securing the Extended Enterprise: Next Generation Internet Security Solutions" will begin in Boston, Massachusetts on May 14th, 2002. The tour will cover ten cities during a four week period and will feature a one-hour presentation from Matt Cain, Senior Vice President of Web & Collaboration Strategies at META Group.

"Online applications such as email are emerging as critical business communications vehicles," said Matt Cain, Vice President at META Group. "The Web and email have become strategic components of business-to-business, business-to-employee and business-to-consumer relationships since more and more companies are using these delivery channels to push valuable information out to their stakeholders. In this seminar series, we'll examine the growing importance of online communication channels and how applications such as email can be adequately managed so business assets are protected while the Internet is leveraged as a business tool."

TOPIC:
"Securing the Extended Enterprise: Next Generation Internet Security Solutions", an Internet Content Security Breakfast Briefing

PRESENTERS:
META Group and Tumbleweed Communications Corp.

TIME:
9:00 AM - 12:00 PM

DATES AND LOCATIONS:
For specific information on hotels and free registration, please visit www.tumbleweed.com/security. Attendees will also receive a copy of "The ePolicy Handbook" by Nancy Flynn.

May 14, 2002 - Boston, MA
May 15, 2002 - New York, NY
May 16, 2002 - Washington, D.C.
May 21, 2002 - Dallas, TX
May 22, 2002 - Kansas City, MO
May 23, 2002 - Charlotte, NC
May 29, 2002 - Chicago, IL
June 4, 2002 - San Jose, CA
June 5, 2002 - Phoenix, AX

About Matt Cain, Senior Vice President META Group
Matthew Cain initiated META Group's email and collaboration coverage in 1990 and remains focused on the market as it undergoes continuous change. He is the creator of the concept of contextual collaboration, which forecasts the marriage of collaboration services and business processes. Contextual collaboration is now widely accepted as the driving force behind the future development of the collaboration industry. Mr. Cain also leads META Group's coverage of collaborative computing suites (e.g., Microsoft, IBM), tools, and external service providers, advising clients on their applicability for improved customer/partner/employee interaction and knowledge management. Mr. Cain is regularly quoted in the trade and general business press, and is a frequent speaker at industry events. He is co-author of the book Strategies in Business Collaboration Management. Previously he was managing editor of MIS Week and started his career as an editor for Electronic News. He has a BA from Dickinson College and an MA from Columbia University.

About Tumbleweed
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.