Document Security Systems Reports Financial Results for First Quarter 2008.

Company Announces Change in Senior Management and Sales Leadership

ROCHESTER, N.Y. -- Document Security Systems, Inc. (AMEX: DMC) ("DSS"), a leader in patented protection against counterfeiting and unauthorized copying, scanning and photo imaging, today reported results for the first quarter ended March 31, 2008.

Revenue from continuing operations for the quarter was $1.4 million, down 12% from the first quarter of 2007 revenue of $1.6 million. The decline in revenue was primarily due to the fact that the 2007 quarter included a significant digital solution sale as compared to the 2008 quarter. In addition, the Company experienced a decline in sales at its plastic printing division, as a result of its move to a new facility. The relocation was completed in February 2008, which negatively impacted first quarter shipments. During the quarter, the Company continued to experience strong demand for its safety paper, which increased 138% from the first quarter of 2007, including orders for secure paper that meets the new Medicaid prescription pad requirements which became effective April 1, 2008.

Mr. Patrick White, CEO of Document Security Systems, commented, "The first quarter was disappointing because we did not deliver the sales growth we had hoped for, after a relatively strong fourth quarter in 2007. However, the company completed several important and critical steps that should set the stage for more robust revenue acceleration in the future. We announced a new Chairman of the Board, Mr. Robert Fagenson, who is providing his vision and expertise into our corporate structure. We also recently announced the commencement of an expanded relationship with The Ergonomic Group, an organization we believe will

have a significant impact on the Company's thrust into the digital software security segment. In addition, we secured the first stage of funding for our Euro litigation project which provides the additional resources needed to continue the costly and time consuming legal process throughout the continent of Europe. These additional financial resources are expected to lift the significant burden of litigation cost from the Company's operating businesses. Also, we are undertaking a significant cost reduction initiative which should improve profitability as we move forward. These strategic moves as well as others that are on the horizon will drive the Company towards achieving its full potential for strong revenue growth and profitability."

MANAGEMENT CHANGES

As part of the ongoing cost-reduction initiative announced by the Chairman of the Board of Directors, Robert Fagenson, the Company has undertaken a change of senior management and sales leadership. As part of this initiative, the Company has accepted the resignation of Peter Ettinger as the Company's President and a member of the Company's Board of Directors. Mr. Ettinger will serve as a commission-only sales consultant for the Company, focusing on specific markets. On an interim basis, while new sales leadership is recruited, Patrick White will oversee all day-to-day operations and sales leadership.

"We appreciate the efforts of Peter, and believe we have a stronger sales channel with tremendous opportunity today, in large part due to his efforts," Mr. White commented. "We are disappointed with our revenue trajectory, and believe it is appropriate to adjust our cost structure, and we therefore accepted Mr. Ettinger's resignation. We look forward to continuing to work with Peter in his new capacity."

OPERATING RESULTS

Gross profit from continuing operations for the first quarter decreased 24% to $745,000 compared with $984,000 in 2007. Gross profit margin was 52% compared with 60% in the first quarter of 2007.

Operating expenses for continuing operations for the first quarter of 2008 were $3.0 million compared with $2.2 million in 2007, an increase of 34%. The increase included $292,000 of patent defense costs which were written off as a result of the Company's loss on appeal of its U.K. patent validity suit. In addition, the increase reflects increases in executive management and sales and operations personnel, significant costs for the Company's first year Sarbanes-Oxley work, and costs associated with the move of its plastic printing operations to a larger facility during the quarter. These cost increases were slightly offset by a significant reduction in travel costs and lower marketing and consulting costs during the 2008 quarter.

Adjusted EBITDA for the 2008 quarter was a loss of $1.3 million compared with a loss of $518,000 for the comparable period in 2007, an increase of 143%. (See Reconciliation of GAAP to Non-GAAP Financial Measures table below).

Net loss was $2.3 million for the 2008 quarter, or $(0.17) on 13.7 million basic and diluted shares, a 90% increase compared with a net loss of $1.2 million or $(0.09) on 13.6 million basic and diluted shares, for the first quarter of 2007.

As of March 31, 2008, the Company had approximately $154,000 in cash and $2.3 million available to it under two revolving credit facilities. In addition, on May 8, 2008, the Company entered into a $500,000 credit facility to fund the Company's ongoing patent infringement and related lawsuits against the European Central Bank. On May 9, 2008, the Company utilized $300,000 under this agreement.

About Document Security Systems, Inc.

A rapidly growing security technology company, Document Security Systems is a world leader in the development of optical deterrent technologies that help prevent counterfeiting and brand fraud from the use of the most advanced scanners, copiers and imaging systems in the market. The Company's patented and patent-pending technologies protect valuable documents and printed products from counterfeiters and identity thieves. Document Security Systems' customers, which include international governments, major corporations and world financial institutions, use its covert and overt technologies to protect a number of applications including, but not limited to, currency, vital records, brand protection, ID Cards, internet commerce, passports and gift certificates. Document Security Systems' strategy is to become the world's leading producer of cutting-edge security technologies for paper, plastic and electronically generated printed assets. More information about Document Security Systems can be found at its websites: www.documentsecurity.com and www.plasticprintingprofessionals.com.

Safe Harbor Statement

This release contains forward-looking statements regarding expectations for future financial performance, which involve uncertainty and risk. It is possible the Company's future financial performance may differ from expectations due to a variety of factors including, but not limited to, changes in economic and business conditions in the world, increased competitive activity, achieving sales levels to fulfill revenue expectations, consolidation among its competitors and customers, technology advancements, unexpected costs and charges, adequate funding for plans, changes in interest and foreign exchange rates, regulatory and other approvals and failure to implement all plans, for whatever reason. It is not possible to foresee or identify all such factors. Any forward-looking statements in this report are based on current conditions; expected future developments and other factors it believes are appropriate in the circumstances. Prospective investors are cautioned that such statements are not a guarantee of future performance and actual results or developments may differ materially from those projected. The Company makes no commitment to update any forward-looking statement included herein, or disclose any facts, events or circumstances that may affect the accuracy of any forward-looking statement.

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Adjusted EBITDA: Non-GAAP Financial Performance Measure

The Company uses Adjusted EBITDA as a non-GAAP financial performance measurement. Adjusted EBITDA is calculated by adding back to net income (loss) interest, income taxes, depreciation, amortization, and stock-based compensation expense. Adjusted EBITDA is provided to investors to supplement the results of operations reported in accordance with GAAP. Management believes Adjusted EBITDA is useful to help investors analyze the operating trends of the business before and after the adoption of SFAS 123(R) and to assess the relative underlying performance of businesses with different capital and tax structures. Management believes that Adjusted EBITDA provides an additional tool for investors to use in comparing its financial results with other companies in the industry, many of which also use Adjusted EBITDA in their communications to investors. By excluding non-cash charges such as amortization, depreciation and stock-based compensation, as well as non-operating charges for interest and income taxes, investors can evaluate the Company's operations and its ability to generate cash flows from operation and can compare its results on a more consistent basis to the results of other companies in the industry. Management also uses Adjusted EBITDA to evaluate potential acquisitions, establish internal budgets and goals, and evaluate performance of its business units and management.

Document Security Systems considers Adjusted EBITDA to be an important indicator of the Company's operational strength and performance of its business and a useful measure of the Company's historical and prospective operating trends. However, there are significant limitations to the use of Adjusted EBITDA since it excludes interest income and expense and income taxes, all of which impact the Company's profitability and operating cash flows, as well as depreciation, amortization and stock based compensation. Document Security Systems believes that these limitations are compensated by clearly identifying the difference between the two measures. Consequently, Adjusted EBITDA should not be considered in isolation or as a substitute for net income (loss) presented in accordance with GAAP. Adjusted EBITDA as defined by the Company may not be comparable with similarly named measures provided by other entities.