Slide 1: Investor Presentation
Investor Presentation August 2026 © Upland Software, Inc. All Rights Reserved. 1
Slide 2: Safe Harbor Statement
This presentation contains "forward - looking statements" within the meaning of Section 27A of the Securities Act of 1933 , as amended, and Section 21E of the Securities Exchange Act of 1934 , as amended . Forward - looking statements generally relate to future events or our future financial or oper
Slide 3: Table of Contents
Company Overview 4 Products 5 Customers 8 Table of Market Opportunity 9 Contents Management Team 10 Financial Overview 11 Appendix 12 3
Slide 4: Company Overview
Company Overview Enterprise Intelligence Upland By the Numbers • Upland provides enterprise intelligence solutions to $ 186 million 1,100+ <4% Scale FY26E Core Total Top Customer % more than 1,100 enterprise customers Revenue Enterprise Customers of Revenue • Upland is the intelligence layer that un
Slide 5: Intelligence for the agentic enterprise
Intelligence for the agentic enterprise Upland unifies and contextualizes your knowledge, content, and data, turning fragmented information into powerful intelligence. 5
Slide 6: Intelligence for the agentic enterprise
Intelligence for the agentic enterprise KNOWLEDGE CONTENT VERTICAL SOLUTIONS • Enterprise Search • Intelligent Document Processing • Customer Segmentation and • Federated CC Knowledge • Content Management Systems Engagement • Omnichannel Knowledge • Agentic AI content Processing • Multichannel Marke
Slide 7: Loved by Customers, Highly Regarded by Analysts and Media
Loved by Customers, Highly Regarded by Analysts and Media Customer Validation Analyst Reports Media Recognition Dec 29, 2025 2025 Gartner® Market Guide for "Effortless Data Integration and Email Marketing ( Adestra ) Insightful Analytics." KMWorld 100 – 2025 2025 Gartner® Market Guide for (RightAnsw
Slide 8: 1,100+ Enterprise Accounts
1,100+ Enterprise Accounts (1) 88% Financial Services Manufacturing, Industrial Recurring Revenue from Major Enterprise Accounts (1)(2) Government, Nonprofit, Education Corporate Services $143K Average annual spend per Enterprise Account (1)(2) (ARR) Technology Hea lthc a re 96% Telecom , Media Cons
Slide 9: $13B TAM: Favorable Market Dynamics Supporting Long-Term Growth
Favorable Market Dynamics Supporting Long -Term Growth (1) Knowledge Content Services Knowledge Management software helps Management (2) $6B TAM organizations capture, organize, share, and $7B TAM analyze knowledge to improve decision - 13% Growth (3) 13% Growth (3) making and collaboration. Content
Slide 10: Experienced Management Team
Experienced Management Team Dan Doman Austin Woody Chief Product & Chief Strategy Officer & Operating Officer Group General Manager Jen Verzal SVP Human Resources Sean Nathaniel CEO Jennifer Simon Rick Rinewalt Chief Financial Chief Technology Officer Officer 10
Slide 11: Financial Outlook
Financial Outlook Growth at Scale $186 million FY26E Core Total Revenue Highly Predictable and 96% 94% YE25 Net Dollar FY26E % Recurring Strong Visibility Retention Rate Core Only Revenue Core Only 78% $51.3 million 27% Robust Profitability FY26E Non - GAAP FY26E AEBITDA FY26E A EBITDA Gross Margin
Slide 12: Appendix
Appendix 12
Slide 13: Debt Summary
Debt Summary ($ in millions) Jun. 30, 2026 Total Gross Debt (1) 229.6 3.5x Net Leverage (3) Less: Unrestricted Cash 31.0 Total Net Debt (2) 198.5 (1) New credit facility floating interest rate of SOFR + 600 bps ( 9.7% as of Aug 14, 2026). (2) Net Debt calculated as Gross Debt less Unrestricted Cash
Slide 14: Guidance & Forecast Disclaimer; Definitions and Non-GAAP Financial Measures
Guidance & Forecast Disclaimer; Definitions and Non - GAAP Financial Measures Guidance and Forecast Disclaimer : FY26E Total Revenue, AEBITDA, AEBITDA Margin, Recurring Revenue are per guidance mid - points. Gross Margin and AEBITDA Margin is calculated based on Total Revenue. FY26E Core Organic Gro