Web Street CEO to Host Online 'Fireside Chat'.

September 20, 2000 Web Cast to Provide Interactive Forum for Web Street

And Clients

DEERFIELD, Ill., Sept. 19 /PRNewswire/ --

Web Street, Inc. (Nasdaq: WEBS), parent company of Web Street Securities, Inc., a leading online financial services firm, will web cast an online "Fireside Chat" on Wednesday, September 20, 2000 at 3:30 p.m. Central Time. Hosted by Web Street CEO Joseph J. Fox and President Joseph A. Barr, the live web cast will be a ccessible to the public online at www.webstreet.com/firesidechat . The discussion will be delivered in real-time via streaming audio and will allow participants to submit questions directly to Company management through email -- questions will be answered live during the broadcast.

"The purpose of the Web Street Fireside Chat is to provide a direct, open forum for communication among Web Street's management team, our clients and our investors. We believe this regular communication will enable us to better understand and facilitate our customers' financial needs and continually improve our services," said Joseph J. Fox. "For example, our first Fireside Chat will focus on recent and upcoming product enhancements, and we plan to solicit audience feedback regarding the products and services that are most important to them."

The September 20th Fireside Chat is the first in a series of live, interactive discussions that Web Street plans to have with its customers, investors and the media. The public is encouraged to actively participate in the web cast by emailing questions, suggestions and comments directly to the Company before and during the web cast at firesidechat@webstreet.com.

About Web Street

Web Street, Inc., based in Deerfield, Illinois, provides online brokerage services to individual investors in the United States, Europe, Asia and Latin America, through its wholly-owned subsidiary, Web Street Securities, Inc., which was founded in 1996. Web Street was recently awarded a five star customer service rating in Money Magazine's "Best Online Brokers of 2000", in addition to four star ratings by Barron's in 1998 and 1999, as well as being ranked as one of the top 3 online brokers in March 1998 and March 1999 by SmartMoney. Web Street offers 24 hours a day customer service, low-price commissions, and real time account information via multiple channels -- online, touch-tone telephone, person-to-person via telephone, and face-to-face onsite through its existing and future brick-and-mortar branches. For more information on the Company's products and services, visit us at www.webstreet.com or call us at 1-800-WEBTRADE (1-800-932-8723).

Cautionary Note Regarding Forward-Looking Statements

This news release includes forward-looking statements that reflect Web Street's current expectations about its future results, performance, prospects and opportunities. Web Street has tried to identify these forward-looking statements by using words such as "will," "expect," "anticipate," "believe," "intend," and other similar expressions. These forward-looking statements are based on information currently available to Web Street and are subject to a number of risks, uncertainties and other factors that could cause Web Street's actual results, performance, prospects or opportunities in the remainder of 2000 and beyond to differ materially from those expressed in, or implied by, these forward-looking statements. These risks, uncertainties and other factors include, without limitation, Web Street's ability to establish and maintain domestic and international relationships with strategic partners and relationships with content providers, intense price and other competition among companies providing online financial services, Web Street's ability to develop and enhance its services and products, risk of system failures, and existing and future regulations affecting the online brokerage industry or the Internet generally. For further information about these and other risks, uncertainties and factors, that could affect Web Street's future results, performance, prospects and opportunities, please review the disclosure included under the caption "Business-Risk Factors" in Web Street's annual report on Form 10-K for the year ended December 31, 1999, as filed with the Securities and Exchange Commission. Except as required by the federal securities laws, Web Street undertakes no obligation to publicly update or revise any forward-looking statements, whether as a result of new information, future events, changed circumstances or any other reason after the date of this news release.