#1GUESS, INC. ICR CONFERENCE JANUARY 8, 2024 GUESS U.S.A. WASHED JEANS#2GUESS SAFE HARBOR STATEMENT Except for historical information contained herein, certain matters discussed in this presentation, including statements concerning the impacts of the ongoing conflicts in Ukraine and Gaza and other events impacting the markets in which we operate; statements concerning the Company's future outlook, including with respect to the fourth quarter and full year of fiscal 2024; statements concerning the Company's expectations, goals, future prospects, and current business strategies and strategic initiatives; and statements expressing optimism or pessimism about future operating results and growth opportunities are forward-looking statements that are made pursuant to the safe harbor provisions of the Private Securities Litigation Reform Act of 1995. All statements other than statements of historical fact are forward-looking statements. Forward-looking statements, which are frequently indicated by terms such as "expect," "could," "will," "should," "goal," "strategy," "believe," "estimate," "continue," "outlook," "plan," "create," "see," and similar terms, are only expectations, and involve known and unknown risks and uncertainties, which may cause actual results in future periods to differ materially from what is currently anticipated. Factors which may cause actual results in future periods to differ materially from current expectations include, among others: our ability to maintain our brand image and reputation; domestic and international economic or political conditions, including economic and other events that could negatively impact consumer confidence and discretionary consumer spending; sanctions and export controls targeting Russia and other impacts related to the war in Ukraine; impacts related to the Israel-Hamas war; impacts related to the COVID-19 pandemic or other public health crises; risks relating to our indebtedness; changes to estimates related to impairments, inventory and other reserves; changes in the competitive marketplace and in our commercial relationships; our ability to anticipate and adapt to changing consumer preferences and trends; our ability to manage our inventory commensurate with customer demand; the high concentration of our Americas Wholesale business; risks related to the costs and timely delivery of merchandise to our distribution facilities, stores and wholesale customers; unexpected or unseasonable weather conditions; our ability to effectively operate our various retail concepts, including securing, renewing, modifying or terminating leases for store locations; our ability to successfully and/or timely implement our growth strategies and other strategic initiatives; our ability to successfully enhance our global omni-channel capabilities; our ability to expand internationally and operate in regions where we have less experience, including through joint ventures; risks relating to our convertible senior notes, including our ability to settle the liabilities in cash; disruptions at our distribution facilities; our ability to attract and retain management and other key personnel; obligations or changes in estimates arising from new or existing litigation, income tax and other regulatory proceedings; risks related to the income tax treatment of our third quarter fiscal 2022 intra-entity transfer of intellectual property rights from certain U.S. entities to a wholly-owned Swiss subsidiary; catastrophic events or natural disasters; changes in U.S. or foreign income tax or tariff policy, including changes to tariffs on imports into the U.S.; accounting adjustments to our unaudited financial statements identified during the completion of our annual independent audit of financial statements and financial controls or from subsequent events arising after issuance of this release; risk of future non-cash asset impairments, including goodwill, right-of-use lease assets and/or other store asset impairments; violations of, or changes to, domestic or international laws and regulations; risks associated with the acts or omissions of our licensees and third party vendors, including a failure to comply with our vendor code of conduct or other policies; risks associated with cyber security incidents and other cyber security risks; risks associated with our ability to properly collect, use, manage and secure consumer and employee data; risks associated with our vendors' ability to maintain the strength and security of information technology systems; changes in economic, political, social and other conditions affecting our foreign operations and sourcing, including the impact of currency fluctuations, global income tax rates and economic and market conditions in the various countries in which we operate; impacts of inflation and further inflationary pressures; fluctuations in quarterly performance; slowing in-person customer traffic; increases in labor costs; increases in wages; risks relating to activist investor activity; and the significant voting power of our family founders. In addition to these factors, the economic, technological, managerial, and other risks identified in the Company's most recent annual report on Form 10-K and other filings with the Securities and Exchange Commission, including but not limited to the risk factors discussed therein, could cause actual results to differ materially from current expectations. The current global economic climate, the ongoing conflicts in Ukraine and Gaza, possible instability in the banking system, the possibility of a government shutdown in the U.S., and uncertainty surrounding potential changes in U.S. policies and regulations may amplify many of these risks. The Company undertakes no obligation to publicly update or revise any forward-looking statements, whether as a result of new information, future events or otherwise. 2#3Agenda 1 Guess at a Glance 2 Q3 Highlights & Full Year Outlook 3 Our Business Model GUESS 3#41981 FOUNDED GUESS AT A GLANCE 12,500 $5.5B SALES AT RETAIL VALUE GLOBAL ASSOCIATES ~100 COUNTRIES / GLOBAL INFRASTRUCTURE $2.7B NET REVENUE WIDE NETWORK OF LICENSEE AND WHOLESALE PARTNERS 25 PRODUCT CATEGORIES 76% REVENUE GENERATED OUTSIDE OF THE US TARGETING 3 DISTINCTIVE CUSTOMER GROUPS: HERITAGE, MILLENNIAL & GEN-Z GUESS 4#5www‒‒‒‒‒‒‒ FOOTWEAR WATCHES A LIFESTYLE BRAND UNDERWEAR & SWIM KIDS WOMEN'S & MEN'S APPAREL EYEWEAR JEWELRY HANDBAGS FRAGRANCES GUESS 5#6FOCUS PRODUCT CATEGORIES WOMEN'S & MEN'S APPAREL HANDBAGS ATHLEISURE 111 L Lle M TODO OUTERWEAR FOOTWEAR I MAT NEG RETARIANG GUES GUESS ESSENTIALS KIDS 6#7● CUSTOMER CENTRICITY We Widely Resonate Across 3 Generations of Consumers Age: 40+ Spending Power: $1.3 trillion Population Size 1.4 billion Brand loyal Influenced by: celebrities (i.e. actors), Facebook Seek product information Respond to digital and traditional advertising HERITAGE 47% of NA & EUR online sales* ● *Represents FY24 Q3 LTM GUESS brand online sales in North America and Europe Age: 25-39 Spending Power: $1.3 trillion Population Size 1.7 billion Value experiences over tangible items MILLENNIAL Influenced by: Influencers, IG Look to them as co-creators Bounty hunter, thrill of the deal 36% of NA & EUR online sales* GUESS LS. A . GUE Age: Spending Power: Population Size View wealth as success + like luxury brands 10-24 $0.4 billion 2.5 billion Influenced by: micro-influencers, YouTube Aspirational browsers, community show + tell Less deal driven, loves social good GUESS GEN-Z 17% of NA & EUR online sales* 7#8GLOBAL FOOTPRINT 1,015 directly operated stores (1,559 total stores*) in approximately 100 countries with $2.7B in net revenues (Q3 FY24 LTM) AMERICAS 364 STORES FY20 $998M Q3 FY24 LTM $894M Store count as of Q3 FY24 end (*total stores includes franchise & licensee stores) EU & MIDDLE EAST 545 STORES FY20 $1,248M Q3 FY24 LTM $1,435M LICENSING FY20 $86M Q3 FY24 LTM $109M ASIA 106 STORES FY20 $346M Q3 FY24 LTM $264M GUESS 8#9. X Brand Elevation OUR BUSINESS TRANSFORMATION Global line Full price selling Customer Experience Optimization Global Portfolio Optimization Store rationalization Rent renegotiations Integration of G by GUESS into Outlet model E-Commerce Business Acceleration Salesforce platform implementation Customer analytics development Omnichannel capabilities rollout ● Operating Model Transformation Global Team reorganization Business with omnichannel focus Effective and efficient operations GUESS Return to Shareholders Commitment Capital Structure Optimization Convertible bond exchange • Dividends • Share repurchases Increased ROIC 9#10Elevate taste, styling and quality of our products - focus on sustainability BRAND ELEVATION Develop one global line of product Focus on key product categories for Heritage, Millennial and Gen-Z customers CEFFA Increase full price selling - customer perceived value-based pricing Continue to perfect image & photography in marketing, e-comm and all advertising media GUESS Optimize the customer experience across our GUESS ecosystem (Stores, E-Com, Wholesale and Licensees) 10#11GLOBAL PORTFOLIO OPTIMIZATION Store Rationalization Closed 280 stores globally¹ Rent Renegotiations Renegotiated 550 leases globally² ¹Freestanding, directly operated store closures over the 3-year timeframe from FY21-FY23 2Rent renegotiations executed over the 3-year timeframe from FY21-FY23 GO Integration of G by GUESS into Outlet Business In North America GUESS 11