Safe Harbor Statement

This presentation and the accompanying speaker’s remarks may contain
forward-looking statements made in reliance on the Safe Harbor provisions of
the Private Securities Litigation Reform Act of 1995. These factors are
described in the Safe Harbor statement below.

Except for the historical information contained herein, the matters discussed in
this presentation may constitute forward-looking statements that involve risks
and uncertainties which could cause actual results to differ materially from
those projected, particularly with respect to the future growth of Tumbleweed’s
business. In some cases, forward-looking statements can be identified by
terminology such as “may,” “will,” “should,” “potential,” “continue,” “expects,”
“anticipates,” “intends,” “plans,” “believes,” “estimates,” etc.

For further cautions about the risks of investing in Tumbleweed, we refer you to
the documents Tumbleweed files from time to time with the SEC, particularly
Tumbleweed's Form 10-K filed March 16, 2006 and Form 10-Q filed November
9, 2006.

We assume no obligation to correct or update information contained in this
presentation.

Tumbleweed Communications

Founded in 1993, HQ in Redwood City, CA

Offices in the U.S., EMEA, APAC

350+ employees

2,300 customers worldwide

Strong revenue growth & profitable

Cash flow positive from operations
(8 consecutive quarters)

Experienced Management Team

SVP Corporate
Development

Barney Cassidy

Chief Marketing
Officer

Daniel Greenberg

Chief Technology
Officer

Taher Elgamal

EVP Field
Operations

Jim Flatley

Chief Financial
Officer

Tim Conley

Chief Executive
Officer

Jim Scullion

The Problem: The Openness of the
Internet Spawns New Vulnerabilities

HACKERS

Financials

Employee data

Patient data

Intellectual Prop.

Transactions

OUTBOUND
VULNERABILITIES

INBOUND THREATS

Spam

Virus

Worms

Denial of Service

Email harvesting

NETWORK

FIREWALL

The Solution: Tumbleweed Provides a
Platform for Secure Communications

HACKERS

Financials

Employee data

Patient data

Intellectual Prop.

Transactions

OUTBOUND
VULNERABILITIES

INBOUND THREATS

Spam

Virus

Worms

Denial of Service

Email harvesting

NETWORK

FIREWALL

TUMBLEWEED
MESSAGING SECURITY

GATEWAY

Financials

Employee data

Intellectual Prop.

Spam

Worms

Denial of Service

Products

Helping enterprises manage, protect, and extend their Internet communications.

Protect email communications

with comprehensive inbound

and outbound security

Secure all data exchanges between

3rd parties with secure managed

file transfer

Enable real-time security for large

PKI infrastructures with the industry’s

leading digital certificate validation suite

MailGate

Secure
Transport

Validation

Authority

Secure Transport

Best Intellectual
Property Protection

WINNER

Best Email Content
Filtering Solution

Analysis

Tier

THREAT SIGNATURES

Spam signatures

Virus signatures

Spyware signatures

IP Reputation

URL Classification

Regulatory lexicon

Corp Policy lexicon

CONTENT DEFENSE

Content analysis

Data classification

Policy enforcement

Content extraction

Directory integration

Encrypt