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Tumbleweed Delivers Next Generation Managed File Transfer Solution to Protect Data Privacy and Guarantee the Delivery of Information Sent Across the Internet

New Version of SecureTransport Offers Secure and Reliable Alternative to File Transfers Via Physical Media or Unsecured FTP

Redwood City, CA – June 15, 2005 – Tumbleweed® Communications Corp. (NASDAQ:TMWD), a leading provider of file transfer and email security solutions, today announced the latest update to Tumbleweed SecureTransport™, the company’s award-winning Managed File Transfer solution. This release of SecureTransport extends the security, authentication, and reliable delivery capabilities enterprises need to protect the privacy of sensitive data exchanged with trading partners and customers:

• Security – SSH (Secure Shell) has been added as an additional secure file transfer protocol. SecureTransport now supports secure file transfer using HTTPS, FTPS (FTP over SSL), SFTP (FTP over SSH), PGP, and AS2.
• Authentication – Turnkey integration with eTrust Siteminder single sign-on (SSO) from Computer Associates enables organizations to leverage existing authentication infrastructure to manage data access and security policies for customers, partners, and internal users, protecting data from unauthorized access. SecureTransport now provides both a robust internal trading partner management and authentication infrastructure, as well as the ability to integrate with and leverage external trading partner management systems.
• Reliable Delivery –An updated AS2 engine, certified by the Drummond Group for interoperability, now supports large multi-GB file transfers. SecureTransport provides reliable data transfer, guaranteed delivery, strong file integrity checking, and checkpoint/restart, even over unstable network connections or dial-up lines.

According to an ongoing report by the Privacy Rights Clearinghouse, over 10 million people have been notified that their personal information has been compromised in the last three and a half months alone. While these losses have resulted from a combination of hacks, insider breaches, and lost laptops, over half have been the direct result of computer tapes being lost or stolen in transit. When losses occur, the brand and customers of the originator of the data, trusted with their protection, are placed at risk.

“With the increase of public awareness of data privacy breaches by large well recognized Fortune 500 corporations, every organization that collects, manages, or exchanges sensitive customer data needs to consider how they are securing and managing their file transfers,” said Frank Kenney, Principal Analyst, Gartner. “File transfer solutions such as courier services for physical media and homegrown file transfer solutions solely using unsecured FTP can be vulnerable to data privacy breaches, through accidental disclosure, hackers, and fraud. Managed File Transfer suites should be heavily considered when dealing with the movement of large amounts of sensitive data to help protect from these types of data privacy breaches.”

Based on open standards, Tumbleweed SecureTransport is an enterprise-class managed file transfer solution for moving financial transactions, critical business files, large documents, XML, and EDI transactions over the Internet and private IP networks. Winner of the 2004 "Best Communications Security" award from the prestigious Secure Computing (SC) Magazine, SecureTransport moves billions of dollars in financial transactions daily, and has been deployed at over 20,000 sites around the world, including 8 of the top 10 U.S. banks, top credit reporting agencies, the Federal Reserve, the US Treasury, and major payment networks. SecureTransport provides a secure, integrated Internet alternative to legacy file transfer methods like physical media exchanges or standard FTP, allowing organizations to retain full control with authenticated access, integrated security policies, audit trails, strong encryption, and guaranteed delivery with non-repudiation.

“Ironically, recent events are demonstrating that the Internet can be more secure than the physical world when it comes to moving around personal information,” said Jeffrey Smith, President and CEO of Tumbleweed. “Companies are being held accountable for what happens to the information they're entrusted with. Our SecureTransport solution gives our customers the control and management they need to ensure that they're living up to that trust.”

About Tumbleweed Communications Corp.
Tumbleweed provides security solutions for email protection, file transfers, and identity validation that allow organizations to safely conduct business over the Internet. Tumbleweed offers these solutions in three comprehensive product suites: MailGate, SecureTransport, and Validation Authority. MailGate provides protection against spam, viruses, and attacks, and enables policy-based message filtering, encryption, and routing. SecureTransport enables business to safely exchange large files and transactions without proprietary software. The Validation Authority is the world-leading solution for determining the validity of digital certificates. Tumbleweed’s enterprise and government customers include ABN Amro, Bank of America Securities, Catholic Healthcare West, JP Morgan Chase & Co., The Regence Group (Blue Cross/Blue Shield), St. Luke's Episcopal Healthcare System, the US Food and Drug Administration, the US Department of Defense, and all four branches of the US Armed Forces. Tumbleweed was founded in 1993 and is headquartered in Redwood City, Calif. For additional information about Tumbleweed go to www.tumbleweed.com or call 650-216-2000.

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 Tumbleweed’s file transfer 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 16, 2005 and Form 10-Q filed May 10, 2005.

Tumbleweed assumes no obligation to update information contained in this press release, which represents the Company’s expectations only as of the date of this release and should not be viewed as a statement about the Company’s expectations after such date. Although this release may remain available on the Company’s website or elsewhere, its continued availability does not indicate that the Company is reaffirming or confirming any of the information contained herein.