Tumbleweed Positioned in Leaders Quadrant of 2007 Gartner Email Encryption Magic Quadrant

Tumbleweed® Communications Corp. (NASDAQ:TMWD), an industry leader in managed file transfer and content security, today announced that it has been positioned in the Leaders Quadrant of the newly released Gartner "Magic Quadrant for Email Encryption, 2007” (Eric Ouellet and Arabella Hallawell, 8 November 2007). The Gartner Magic Quadrant for Email Encryption looks at e-mail encryption products securing e-mail content data and attachments. According to the analyst group, "leaders” are vendors who are performing well today, have a clear vision of market direction, and are actively building competencies to sustain their leadership position in the market. "We believe our position in the leaders quadrant is recognition of our content security expertise, with encryption serving as its foundation across multiple products, including the emerging managed file transfer space,” said Taher Elgamal, CTO of Tumbleweed Communications and known in information security circles as a founding father of Internet security and the inventor of widely used SSL encryption. "Our product roadmap further extends our commitment to developing strong encryption technology and will enable us to deploy it in new areas to keep customer data secure while driving encryption innovation forward.” The Gartner report stated, "One growth trend in the e-mail encryption market has been through data loss prevention (DLP) projects. Companies that invested in DLP initially monitored traffic for policy violations or to understand how their businesses used sensitive data. However, as soon as companies turn to an enforcement mode, e-mail encryption becomes an important mechanism for allowing the transit of sensitive data." About the Magic Quadrant The Magic Quadrant is copyrighted November 8, 2007 by Gartner, Inc. and is reused with permission. The Magic Quadrant is a graphical representation of a marketplace at and for a specific time period. It depicts Gartner's analysis of how certain vendors measure against criteria for that marketplace, as defined by Gartner. Gartner does not endorse any vendor, product or service depicted in the Magic Quadrant, and does not advise technology users to select only those vendors placed in the "Leaders" quadrant. The Magic Quadrant is intended solely as a research tool, and is not meant to be a specific guide to action. Gartner disclaims all warranties, express or implied, with respect to this research, including any warranties of merchantability or fitness for a particular purpose. SAFE HARBOR STATEMENT Tumbleweed cautions that forward-looking statements contained in this press release are based on current plans and expectations as of the date of this press release, and that a number of factors could cause the actual results to differ materially from the guidance given at this time. These factors are described in the Safe Harbor statement below. 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 Tumbleweed’s placement in the Leaders Quadrant of the Gartner Magic Quadrant for Email Encryption, as well as Tumbleweed’s future development and deployment of strong encryption technology. 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 14, 2007 and Form 10-Q filed November 9, 2007. Tumbleweed assumes no obligation to update information contained in this press release. Although this release may remain available on Tumbleweed’s website or elsewhere, its continued availability does not indicate that Tumbleweed is reaffirming or confirming any of the information contained herein. About Tumbleweed Communications Corp. Tumbleweed Communications Corp. (NASDAQ:TMWD), an industry leader in managed file transfer and content security, provides enterprise-class solutions to organizations of all sizes. Tumbleweed’s innovative products enable organizations to effectively manage and protect business-critical Internet communications, with capabilities that span secure file transfer, encryption, data loss prevention, and email security. Tumbleweed has more than 3,000 customers worldwide, including blue-chip companies across an array of industries such as Technology, Retail, Finance, Healthcare, Manufacturing, Consumer Packaged Goods, Telecom, Energy, and the U.S. Government. The world’s most security conscious organizations rely upon Tumbleweed technology including Bank of America Securities, JP Morgan Chase & Co., the U.S. Food and Drug Administration, and the U.S. Department of Defense. Our award-winning products build on 14 years of R&D and 27 security patents in the U.S. alone – many of which are licensed by other security vendors. More information can be found at www.tumbleweed.com.