Financial Data and Key Metrics Changes - Total revenue for Q2 2022 was $80.2 million, a 5% year-over-year increase, with an 8% growth without FX impact [21] - Recurring revenue from subscription and support increased 4% year-over-year to $75 million, with a 6% growth without FX impact [21] - Adjusted EBITDA for Q2 2022 was $24.5 million, maintaining a 31% margin, up from $23.7 million in Q2 2021 [23] - Free cash flow generated in Q2 was $13.9 million, contributing to a total of $22 million year-to-date [24] Business Line Data and Key Metrics Changes - Perpetual license revenue increased to $1.9 million in Q2 2022, up from $0.4 million in Q2 2021 [22] - Professional services revenue was $3.4 million for the quarter, reflecting a 3% year-over-year decline [22] - Strong expansion was noted in products such as Kapost, InGenius, Objectif Lune, and BA Insight [10][11] Market Data and Key Metrics Changes - The company expanded relationships with 403 existing customers, including 53 major expansions, and welcomed 123 new customers in Q2 [10] - The company experienced a strong quarter for selling Premier Success Plans, which provide high fidelity support to customers [11] Company Strategy and Development Direction - The company is committed to innovation, with product improvements announced for Altify and Objectif Lune [9] - A strategic equity investment of $115 million from HGGC was announced, aimed at strengthening the business and capitalizing on acquisition opportunities [14][16] - The company is actively pursuing additional acquisitions and sees a favorable market environment for such opportunities [14][54] Management's Comments on Operating Environment and Future Outlook - Management noted that the macro environment has not significantly impacted customer buying behaviors, with no deals pushed out [51] - The company remains conservative in its guidance, with expected revenue growth impacted by FX headwinds [28][44] - Management expressed confidence in the M&A pipeline, anticipating a favorable environment for acquisitions due to recent market turbulence [54] Other Important Information - The company has approximately $366 million in total tax NOL carry forwards, with an estimated $211 million available for utilization [27] - As of June 30, 2022, the company had outstanding net debt of approximately $387 million, which is expected to drop to around $277 million after the new investment closes [25] Q&A Session Summary Question: Could you elaborate on cross-selling and expansion success within existing customers? - Management highlighted strong expansion activity in Kapost, InGenius, Objectif Lune, and BA Insight, driven by investments in go-to-market strategies [34] Question: Are there specific products or regions facing macro impacts? - Management indicated no significant macro impacts affecting specific products or regions [35] Question: What benefits do you foresee from the HGGC partnership? - Management emphasized HGGC's expertise in M&A and go-to-market strategies, which will support Upland's growth and value creation [38][39] Question: Can you discuss the guidance and confidence in sequential growth? - Management stated that guidance is conservative, primarily affected by FX impacts, and expressed confidence in maintaining growth [44] Question: Any changes in investment focus regarding R&D and product development? - Management confirmed no major changes, maintaining a commitment to innovation and go-to-market investments [45] Question: What is the outlook for the M&A pipeline? - Management anticipates a favorable M&A environment due to market turbulence, with a strong pipeline but a patient approach to execution [54] Question: Is the cross-sell motion still a priority? - Management affirmed that expansion through customer success and product AEs remains a key focus [63] Question: Is there additional conservatism in the guidance due to the macroeconomic environment? - Management confirmed that a typical level of conservatism is embedded in the guidance [64] Question: What is the rationale for the recent equity raise? - Management highlighted the strategic partnership with HGGC and the validation of the business model as key reasons for the equity raise [66]

Upland Software, Inc. (NASDAQ:UPLD) Q1 2022 Earnings Conference Call May 4, 2022 5:00 PM ET Company Participants Jack McDonald – Chairman and Chief Executive Officer Rod Favaron – President Mike Hill – Chief Financial Officer Conference Call Participants Scott Berg – Needham & Company Luv Sodha – Jefferies Jake Roberge – William Blair Alex Sklar – Raymond James Operator Thank you for standing by and welcome to the Upland Software First Quarter 2022 Earnings Call. At this time, all participants are in listen ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2022 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-36720 UPLAND SOFTWARE, INC. (Exact name of registrant as specified in its charter) Delaware 27-2992077 (State or other ju ...

Upland Software, Inc. (NASDAQ:UPLD) Q4 2021 Earnings Conference Call February 24, 2022 5:00 PM ET Company Participants Jack McDonald - Chairman & Chief Executive Officer Mike Hill - Chief Financial Officer Rod Favaron - President Conference Call Participants Bhavan Suri - William Blair Joe Meares - Truist Luv Sodha - Jefferies Luke Morison - Canaccord Alex Sklar - Raymond James Operator Thank you for standing by and welcome to the Upland Software Fourth Quarter 2021 Earnings Call. . At this time, all part ...

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Commission File Number 001-36720 Upland Software, Inc. (Exact name of registrant as specified in its charter) (State or other jurisdiction of incorporation or organization) Delaware 27-2992077 (I.R.S. Empl ...

Financial Data and Key Metrics Changes - Total revenue for Q3 2021 was $76.1 million, representing a growth of 3% year-over-year [33] - Recurring revenue from subscription and support grew 2% year-over-year to $72.3 million [33] - Adjusted EBITDA for Q3 2021 was $25 million, consistent with the previous year, with an adjusted EBITDA margin of 33% [38] - Free cash flow for Q3 2021 was $4.9 million, with a year-to-date total of approximately $28 million [39][40] - The company lowered its Q4 revenue guidance by $3.9 million due to reduced messaging volumes and lower new logo bookings [10][12] Business Line Data and Key Metrics Changes - Organic growth in recurring revenues, excluding political, was flat in Q3 2021, with a full-year expectation of 2% growth [13] - Professional services revenue increased by 12% year-over-year to $3.1 million [33] - The messaging volumes from progressive advocacy organization customers were lower than expected, impacting revenue [12][58] Market Data and Key Metrics Changes - The company expects a quarterly revenue run rate of $75 million for Q4 2021, reflecting the impacts of COVID-19 on the business [11][17] - The net dollar retention rate is currently in the low to mid-90s, down from 94% in 2020, but expected to improve in 2022 due to multiyear renewals [16][25] Company Strategy and Development Direction - The company is targeting total revenue growth of 15% per year, combining organic growth and acquisitions, with a focus on self-funded growth [20][66] - The management remains committed to the current strategy of building a strong go-to-market and product organization, with no plans for a major pivot [62][67] - The company aims to add $40 million to $50 million in acquired revenues by the end of 2022 [11][91] Management's Comments on Operating Environment and Future Outlook - Management acknowledged a mixed quarter with strong adjusted EBITDA but lower than expected messaging volumes [9] - There are positive early indicators for Q4 bookings, but the company is taking a conservative approach until sustained improvement is seen [57][110] - The management expressed confidence in the long-term growth potential and the effectiveness of the changes made in the sales and marketing structure [71][73] Other Important Information - The company has approximately $240 million in liquidity, including $180 million in cash and a $60 million undrawn revolver [41] - The net debt leverage is around 3.6, with outstanding net debt of approximately $350 million [43] Q&A Session Summary Question: Visibility and confidence in the pipeline - Management noted that the pipeline creation was impacted by the transition to a fully digital lead generation model during the pandemic, affecting new logo bookings [54][56] Question: Changes in competitive environment - Management indicated no material competitive changes but noted improved relationships with major platform players like Salesforce [70][72] Question: Impact of new logo and expansion sales on acquisition pace - Management confirmed that the pace of acquisitions remains unchanged at $40 million to $50 million per year, supported by internally generated cash flow [91] Question: Goodwill write-off clarification - Management clarified that there were no write-offs, only adjustments in purchase accounting related to acquisitions [87] Question: Drivers of lower messaging volume - The decline was primarily due to lower variable messaging volumes from progressive advocacy organization customers, not due to churn [112][123]

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 UPLAND SOFTWARE, INC. For the quarterly period ended September 30, 2021 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-36720 (Exact name of registrant as specified in its charter) (State or other jurisdiction of in ...

Upland Software, Inc. (NASDAQ:UPLD) Q2 2021 Earnings Conference Call August 4, 2021 5:00 PM ET Company Participants Jack McDonald - Chairman and Chief Executive Officer Mike Hill - Chief Financial Officer Rod Favaron - President and Chief Commercial Officer Conference Call Participants Bhavan Suri - William Blair & Company LLC Luv Sodha - Jefferies LLC Michael Rackers - Needham & Company, LLC Joseph Meares - Truist Securities, Inc. Aaron Spychalla - Craig-Hallum Capital Group LLC Luke Hannan - Canaccord Gen ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2021 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-36720 UPLAND SOFTWARE, INC. (Exact name of registrant as specified in its charter) (State or other jurisdiction of incorpo ...

Financial Data and Key Metrics Changes - Total revenue for Q1 2021 was $74 million, representing a 9% growth year-over-year [13] - Recurring revenue from subscription and support grew 11% year-over-year to $70.7 million [13] - Adjusted EBITDA for Q1 2021 was $22.8 million, or 31% of total revenue, down from $24.6 million or 36% of total revenue in Q1 2020 [15] - Free cash flow for Q1 2021 was $12.2 million, despite $9.6 million in acquisition-related expenses [15][16] - The company expects full-year 2021 free cash flow to exceed $30 million, potentially over $40 million depending on future acquisitions [16] Business Line Data and Key Metrics Changes - Professional Services revenue was $3 million for the quarter, a 20% year-over-year decline due to COVID-19 travel impacts [13] - Organic recurring revenue growth was 3%, and 6% when excluding political-related revenue from Q1 2020 [9] Market Data and Key Metrics Changes - The company reported a 9% total revenue growth, with a strong performance in recurring revenue [9][13] - The demand environment is showing signs of returning to pre-COVID levels, with a net dollar retention rate in the mid-90s [32] Company Strategy and Development Direction - The company restarted its M&A engine, completing two strategic acquisitions: Second Street and BlueVenn, which are expected to enhance its Customer Experience Management (CXM) suite [9][11] - The acquisition program is now self-sustaining, relying on free cash flow rather than equity capital markets [9] - The company is focusing on cross-selling opportunities and integrating acquired products into existing sales channels [23][25] Management's Comments on Operating Environment and Future Outlook - Management expressed optimism about the demand environment returning to normal, although they maintain a conservative outlook for the remainder of the year [32] - The company is actively pursuing additional acquisition opportunities across various product suites, including Contact Center and Document Workflow [26][64] Other Important Information - The company has approximately $246.7 million in liquidity, including $186.7 million in cash and a $60 million undrawn revolver [17] - Upland has about $356 million in total tax NOL carry-forwards, with an estimated $215 million available for utilization prior to expiration [17] Q&A Session Summary Question: Progress on BlueVenn and Second Street acquisitions - Management is excited about both acquisitions, which are strategic and accretive, enhancing the CXM product suite [22] Question: M&A funnel opportunities - The company has a strong pipeline across all key product suites, with potential acquisitions likely outside of CXM [26] Question: Cross-sell journey and organic revenue growth - Management indicated that foundational work is being done to support cross-sell efforts, with expectations for growth in 2022 [30][31] Question: Demand environment post-COVID - Management noted that the business proved resilient during COVID, and the demand environment is beginning to normalize [32] Question: Mobile messaging products usage - The company is seeing expected organic growth of 6% when excluding political revenue from the previous year [35] Question: Bookings and pipeline growth - Bookings are in line with expectations, with a mix of new versus expansion deals [39][40] Question: Retaining acquired sales talent - The company focuses on retaining top talent from acquisitions while integrating them into the larger sales organization [46] Question: Update on HP relationship - The relationship with HP is developing positively, with training and pipeline building underway [50][51] Question: Contact center market opportunities - The company sees significant potential in the contact center space and is looking to expand its solution suite in this area [64] Question: M&A pipeline and COVID impact - The COVID impact has led to an influx of potential acquisition targets, with a focus on quality and resilience during the pandemic [68][69]