Tumbleweed's MailGate and Secure Messenger Earn Perfect Five-Star Ratings in SC Magazine Group Test Reviews

MailGate receives coveted “Recommended” rating by SC Magazine’s staff

Redwood City, Calif. – June 11, 2008 – Tumbleweed® Communications Corp. (NASDAQ:TMWD), an industry leader in managed file transfer and email security, today announced that its Secure Messenger™ product received a 5-star rating in SC Magazine’s Email Security Group test, and its MailGate® product received a “Recommended” rating in addition to its 5-star rating in SC Magazine’s Email Content Management Group Test.

SC Magazine competitively tested various products in both the Email Security and Email Content Management Group Test for the June 2008 issue evaluating the products in six categories: features, ease of use, performance, documentation, support, and value for its money. Both MailGate and Secure Messenger products earned five out of five stars in each of the categories.

SC Magazine reviewers tested Tumbleweed’s MailGate product, a comprehensive, high-performance email security solution in the Email Content Management Group Test, and found the appliance offers “solid email protection and management in one device,” as well as “a solid content filter protecting from accidental data leakage.” MailGate is also honored with the June “Recommended” rating by the SC Magazine review staff for being “quick out of the gate,” and as a product that is “well worth your attention.”

In addition, Tumbleweed’s Secure Messenger, a policy-based, secure message delivery product, also achieved a 5-star rating in the Email Security Group Test. Secure Messenger’s “powerful content and identity filtering capabilities and a multitude of standards-based encryption options will help support most organizations’ administrative and policy needs,” according to the article. SC Magazine specifically recognizes Tumbleweed’s support portal site as “top notch,” and also “represents a fantastic value given the feature set.”

“The SC Magazine product reviews are consistent with what our customers have already been saying about our email security products – time and again, they tell us that MailGate and Secure Messenger are exceptional products,” said Jim Scullion, chief executive officer at Tumbleweed. “Our products help organizations conquer and move beyond traditional inbound protection, providing comprehensive content management capabilities that protect business-critical communications and prevent data loss. We are setting a new bar for email security.”

Tumbleweed’s email security products have been consistently recognized for excellence and performance. In November, Tumbleweed was positioned in the Leaders Quadrant of the Gartner “Magic Quadrant for Email Encryption, 2007.”1 According to the analyst firm, “leaders” are vendors who are performing well today, have a clear vision of the market direction, and are actively building competencies to sustain their leadership position in the market. The 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 transmit of sensitive data.”

SC Magazine’s Email Content Management Group Test with Tumbleweed’s MailGate appears here:
http://www.scmagazineus.com/Tumbleweed-Communications-MailGate/Review/2419/

SC Magazine’s Email Security Group Test with Tumbleweed’s Secure Messenger appears here:
http://www.scmagazineus.com/Tumbleweed-Secure-Messenger-63/Review/2403/

1) Gartner, Inc. "Magic Quadrant for E-Mail Encryption, 2007" by Eric Ouellet and Arabella Hallawell, November 8, 2007

SAFE HARBOR STATEMENT
Tumbleweed cautions that forward-looking statements contained in this press release are based on plans and expectations as of the date of the 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 the functionality of Tumbleweed’s Secure Messenger and MailGate products. 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 17, 2008 and Tumbleweed’s Form 10-Q filed May 12, 2008.

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
Tumbleweed Communications Corp. (NASDAQ:TMWD), an industry leader in managed file transfer, email security and identity validation, 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 3,200 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 15 years of R&D and 29 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.

Tumbleweed, Secure Messenger and MailGate are either registered trademarks or trademarks of Tumbleweed Communications Corp. in the United States and/or other countries. All other trademarks are the property of their respective owners.

About the Magic Quadrant
The Gartner Magic Quadrant is copyrighted November 2008 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.

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