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Xtend Release

Innovative Xtend Trading Platform Puts Traders in Control

CHICAGO, June 22, 2009 –optionsXpress Holdings, Inc. (Nasdaq: OXPS) today unveiled a beta version of Xtend, a sleek new downloadable trading console that gives investors control over every aspect of their trading experience (see it in action at www.myxtend.com). Combining the power of existing streaming trading platforms with the fun and ease of use of an innovative and intuitive design, Xtend helps provide traders with the support they desire in today’s fast-moving markets.

"Xtend is designed for traders who want to be more engaged in the markets by bringing speed, power and customization together to create a truly unique experience,” says David Fisher, Chief Executive Officer of optionsXpress Holdings, Inc. "People will be blown away not only by its power and flexibility, but also by how easy it is to use.”

The markets are constantly on the move, which is why Xtend is designed to adapt quickly to a trader’s changing needs. This next generation platform builds on common features of active trader platforms such as streaming quotes and one-click trading while adding innovative new features like drag-and-drop symbols, detailed trade views and ladder trading. Xtend also helps traders individualize their trading experience by enabling them to organize their platform however they want through simple one-step functionality.

Xtend users can establish communities with other traders to instantly share investing thoughts and trading tips. Like all optionsXpress products and services, Xtend is backed by fast, reliable online support with convenient, one-click access to our dedicated customer service team.

"We believe Xtend is the most intuitive and flexible trading platform available. It allows customers to design a trading platform that looks the way they want with a few easy clicks of the mouse,” says optionsXpress Chief Innovation Officer Sairam Rangachari. "Traders will find that beyond the incredible power and great-looking design, Xtend is also really a blast to use.”

With a recently updated browser-based platform and now a downloadable console in Xtend, customers at optionsXpress continue to benefit from our constant stream of innovations. See more at www.myxtend.com or www.optionsXpress.com.

About optionsXpress Holdings, Inc.

optionsXpress Holdings, Inc., a pioneer in equity options and futures trading, offers an innovative suite of online brokerage services for investor education, strategy evaluation and trade execution. optionsXpress Holdings subsidiaries include optionsXpress, Inc., a retail online brokerage specializing in options and futures, brokersXpress, LLC, an online trading and reporting platform for independent investment professionals, Open E Cry, an innovative futures broker offering direct-access futures trading through its proprietary software platform, and Optionetics, Inc., a leading provider of investment education services, including live seminars, proprietary software analytics, online and offline educational products and individual coaching to over 40,000 potential investors annually in 12 countries.

Barron's named optionsXpress the number one online broker for four years in a row (2003 to 2006) and best for options, long-term investing and usability in 2009(1). Kiplinger's Personal Finance named it the top discount broker in 2006(2). optionsXpress, Inc., a pioneer in equity options and futures trading, offers an innovative suite of online brokerage services for investor education, strategy evaluation and trade execution.

"Best Online Broker" 3/6/06, 3/7/05, 3/8/04, 3/10/03, and one of Barron's Best Online Brokers 3/3/07 and 3/16/09 based on: Trade Experience; Trade Tech; Usability; Offerings; Research; Portfolio Analysis; Customer Service/Access; Costs. Barron's is a registered trademark of Dow Jones & Company (C) 2008.

"Best Online Broker" by Kiplinger's 7/06, based on: Commissions/Fees; Executions; Margin Rates; Interest on Cash; Maximum Fund Transaction Fee; Responsiveness/Broker Knowledge; Research; Web Site; Cost-Basis Data; Conduct. Kiplinger's is a trademark of The Kiplinger Washington Editors, Inc. (C) 2008.

COUNTLESS VARIATIONS, ONE INCREDIBLE PLATFORM

PERSONALIZED POWER

Amazing trading features. Dynamic functionality. Make it all your own.

INNOVATION + INTUITION

Fast-moving markets? Unpredictable changes? No worries.

DAZZLING DESIGN

As easy on the eyes as it is to use. Take a look and see for yourself.

Please note that your account(s) terms and conditions apply to the Xend2 platform in the same manner as they do to your current use of the Xtend platform. You may access your account(s) terms and conditions here.

optionsXpress, Inc. makes no investment recommendations and does not provide financial, tax or legal advice. Content and tools are provided for educational and informational purposes only. Any stock, options, or futures symbols displayed are for illustrative purposes only and are not intended to portray a recommendation to buy or sell a particular security.

Options involve risk and are not suitable for all investors. Please read "Characteristics and Risks of Standardized Options" or available by calling 1-888-280-8020.

Please note that trades you place from Xtend2 are binding and valid trades. Hence, please take time to preview your trades before submitting them.

Online trading has inherent risk due to system response and access times that may vary due to market conditions, system performance, volume and other factors. An investor should understand these and additional risks before trading. Products and services intended for U.S. customers and may not be available or offered in other jurisdictions.