q22023irdeck

PROS Holdings, Inc. Second Quarter 2023 Investor Presentation Updated July 25, 2023 ir@pros.com

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 2 Disclaimer / Forward-Looking Statements This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995, including statements about our financial outlook; expectations; ability to achieve future growth and profitability; management's confidence and optimism; positioning; customer successes; demand for our software solutions; pipeline; business expansion; revenue; subscription revenue; ARR; non-GAAP earnings (loss) per share; adjusted EBITDA; free cash flow; shares outstanding and effective tax rate. The forward-looking statements contained in this presentation are based upon our historical performance and our current plans, estimates and expectations and are not a representation that such plans, estimates or expectations will be achieved. Factors that could cause actual results to differ materially from those described herein include, among others, risks related to: (a) the macroeconomic environment, (b) the effects of inflation, (c) the impact of the COVID-19 pandemic, (d) cyberattacks, data breaches and breaches of security measures within our products, systems and infrastructure or products, systems and infrastructure of third parties upon whom we rely, (e) increasing business from customers and maintaining subscription renewal rates, (f) managing our growth and profit objectives effectively, (g) disruptions from our third party data center, software, data, and other unrelated service providers, (h) implementing our solutions, (i) cloud operations, (j) intellectual property and third-party software, (k) acquiring and integrating businesses and/or technologies, (l) catastrophic events, (m) operating globally, including economic and commercial disruptions, (n) potential downturns in sales and lengthy sales cycles, (o) software innovation, (p) competition, (q) market acceptance of our software innovations, (r) maintaining our corporate culture, (s) personnel risks including loss of any key employees and competition for talent, (t) expanding and training our direct and indirect sales force, (u) evolving data privacy, cyber security and data localization laws, (v) our debt repayment obligations, (w) the timing of revenue recognition and cash flow from operations, (x) migrating customers to our latest cloud solutions, and (y) returning to profitability. Additional information relating to the risks and uncertainties affecting our business is contained in our filings with the SEC. These forward-looking statements represent our expectations as of the date hereof. Subsequent events may cause these expectations to change, and PROS disclaims any obligations to update or alter these forward-looking statements in the future, whether as a result of new information, future events or otherwise. This presentation includes certain supplemental non-GAAP financial measures, that we believe are useful to investors as tools for assessing the comparability between periods as well as company by company. Our computation of these measures may not be comparable to other similarly titled measures computed by other companies. These non-GAAP financial measures should be considered in addition to, but not as a substitute for, our financial information and results prepared in accordance with U.S. GAAP included in our periodic filings made with the SEC. Investors are encouraged to review the reconciliation of our historical non-GAAP financial measures to the comparable GAAP results, which can be found, along with other financial information, on the investor relations’ page of our website at PROS.com. We are unable to reconcile forward-looking non-GAAP financial measures to their directly comparable GAAP financial measures because the information needed to complete a reconciliation is unavailable at this time without unreasonable effort.

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 3 PROS at a Glance $290 mm+ Total Revenue TTM Q2 2023 84% Recurring Revenue as a % of TTM Q2 2023 Total Revenue $38B+ Underpenetrated, Addressable Market Subscription Revenue Growth YoY Q2 2023 60+ Countries with Customers 14 % 93%+ Customer Gross Revenue Retention Rate TTM Q2 2023 2.8T Transactions Processed TTM Q2 2023 78% Non-GAAP Subscription Gross Margin Q2 2023; 635+ bps Improvement in 8 Quarters

Business Overview

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 6 Businesses Face Many Challenges Today The way we work is evolving. Manual business processes and disconnected digital tools cause more time to be spent on process than on driving business forward. Digitization, automation, and AI are critical for keeping up and driving a better employee experience. Business uncertainty is here to stay. Everything is in a constant state of rapid change – costs, currencies, supply chains, prices, demand patterns – and in response, businesses must constantly change what they sell, how they sell, and how they price. Customers have increasingly higher expectations. Buyers expect every buying experience to be as magical as the best one they have ever had (“the Amazon effect”). Self-serve, personalization, transparency, and accuracy driven by convenience, value, and confidence across all touchpoints.

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 7 Siloed Applications Make It Difficult to Digitize, Automate and Apply AI to Deliver a Superior Shopping and Selling Experience Procurement Revenue Management Contract Lifecycle Management Product Information Management Back Office Systems ERP PSS Excel / Flat Files / Home Grown API + Many More Partner Sales / Distributors Direct Sales Independent Agents Marketers Business Intelligence / Analytics eCommerce / Marketplaces / OTA & MSE Partner Portals Agency Portals / GDS Marketing Systems + Many More API CRM Front Office Systems Product Configuration / Bundling Substitute Product Recommendations Product Availability Control Demand Forecasting Offer Optimization List Price Optimization Cost Optimization Negotiated Discount Recommendations Churn Detection Upsells Cross Sells Competitor Price Forecasting Artificial Intelligence Needs + Many More Trade Promotion Management Rebate Management List Price Management CPQ Digital Offer Marketing Internet Booking Engines Special Price Agreements / Renewals / Amendments Deal Desk Multi-modal, Omnichannel Catalog BillingPayments Buyer

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 8 PROS Real-Time AI Platform Maximizes Value for B2B Commerce Back Office Systems ERP + Many More Partner Sales / Distributors Direct Sales Marketers eCommerce / Marketplaces Partner Portals Marketing Systems + Many More API CRM Front Office Systems AI Real-Time Secure Scalable High Availability Extensible Superior UX Insights Powered by an Industry-Leading Real-Time, AI Platform Real-Time Omnichannel Digital Marketing Smart Configure, Price, QuoteSmart Price Optimization & Management Partner Ecosystem Omnichannel Price Management Automatic UoM & Currency Conversion List Price / Negotiated Price Tiered Prices / Discounts AI-driven Price Optimization 700ms Real-Time Price Delivery Margin Driver Analysis Price Waterfalls & Advanced Analytics Omnichannel Quoting Guided Selling Rich Media Catalog 10K+ Line Quotes Constraints-based Configuration Price Agreements Document Generation Collaboration Portal Rebates Billing CLM Product/Supply Mix Optimization Subscription Rate Plans Mass Price Update Workflow Subscription Quoting Sales Incentive Comp Data Warehouse Homegrown Systems API Data Providers Buyer

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 9 PROS Real-Time AI Platform Maximizes Value for Travel Commerce Partner Sales / Distributors Direct Sales Marketers Airline.com Marketing Systems + Many More API Front Office Systems AI Real-Time Secure Scalable High Availability Extensible Superior UX Real-Time Omnichannel Digital Marketing Partner Ecosystem Agency Portals / GDS OTA MSE Revenue Management Shopping/Distribution Groups Demand Forecasting Class-based or Continuous Pricing Holiday, Special Events, & Influences Network / O&D / Segment Optimization Willingness-To-Pay Model Dynamic Pricing of Ancillaries Quote, Negotiate, Save, and Book Manage PNR Modifications Ticket & Payments Reporting & Analytics Ancillaries EMD Handling Full NDC Offer Management Direct Distribution to MSE Direct Connect Pricing and Availability ATPCO Pricing & Repricing Inspiration / Calendar Search Merchandising Promotional Rebooking Payments Advertising Back Office Systems ERP + Many More Data Warehouse Homegrown Systems API Data Providers Buyer Insights Powered by an Industry-Leading Real-Time, AI Platform

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 10 Real-Time AI is at the Core of PROS Self- Learning, Trainable Predictive, Prescriptive, Generative Explainable, Trustworthy, Ethical 89 Data Scientists and ~460 Engineers 20+ Patents 2.8 Trillion Transactions Processed1 99.98% Uptime1 Sub-700ms Response Time ~5.3MM Transactions Per Minute1 Extensible Real- Time Secure ScalableHigh Availability Superior UX Extensible AI 1) Trailing twelve-month measurement as of Q2 2023

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 11 Our Library of AI Models and Techniques Can Be Ensembled to Solve High-Value Business Problems PROS AI Business AI (Decision) Internet AI Perceptual AI L e a rn in g P a ra d ig m s , M o d e ls & T o o ls Prescriptive Algorithms • Linear programming • Non-linear programming • Dynamic programming • Integer programming • Reinforcement learning Data Science Techniques • Constraint satisfaction programming • Shapley value (SHAP) • kNN clustering • Extensible AI Recommender System Collaborative Filtering Human-Computer Interaction ChatGPT (Azure OpenAI) Predictive Algorithms • Neural networks • FF Wide & Deep • NN Matrix Factorization • Online Learning (Bayesian & Variational Inference) • Decision Trees • Semi-parametric Estimation • Parametric estimation B u s in e s s P ro b le m s Revenue / Margin • Negotiated Price Optimization • Ecommerce Price Optimization • EMSR (Expected Marginal Seat Revenue) • O&D, Leg & Segment-based Optimization Cost • Inventory Control + Optimization • Capacity Aware Optimization • Forecasting • Cost Optimization Profit Optimization Sales Guidance • Offer Optimization • Dynamic Pricing of Ancillaries • Cross-Sell / Upsell Recommendation • Churn Prediction • Production Planning • Fleet Acquisition & Disposition • Fleet Distribution • Production Mix Optimization • Procurement Optimization Supply Chain Optimization

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 12 Highly Extensible Across Industries and Use Cases Solving problems across 40+ industries and 60 countries Travel Technology Chemicals & Energy Healthcare Food & Consumables Services Automotive & Industrial

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 13 The Power of AI Driving Measurable Business Outcomes 400% ROI in 3 years Payback in 9 months & Source: Forrester Total Economic Impact Report, 2023 +8% Revenue Uplift +200 bp Margin Improvement +67% Efficiency Gain Source: PROS study of 131 customers’ self-reported results, 2022 Our customers have said… Industry experts have said…

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 14 The TAM PROS Addresses is Massive, Global, and Growing $38B+ Underpenetrated, Addressable Market(1) $14B+ Strategic Industries & Geographies $3.3B Travel $3.2B Automotive & Industrial $2.1B Healthcare $1.9B Technology $1.8B Food & Consumables $1.1B Business Services $800mm Chemicals & Energy (1) TAM represents our estimated global total revenue and market opportunity but does not represent the actual market opportunity that we may target or ultimately service or otherwise derive revenue from. Our estimate of TAM may be revised in the future depending on a variety of factors, including competitive dynamics, our sales efforts, customer needs, industry shifts and other economic factors.

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 15 Strategic Focus Areas Land the Platform, Realize Value, and Expand with Many Paths Leverage Partnerships to Accelerate deal Velocity Decrease Time to Value and Improve Customer Advocacy

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 16 Proven Land and Expand Motion in Our Business $38k $282k Q2'21 Q1'23 7.5x $639k $3.1M Q1'18 Q1'23 Passenger Airline 3 4.8x $262k $1.6M Q1'18 Q1'23 6.3x $1.3M $5.1M Q1'18 Q1'23 Passenger Airline 4 4x $425k $3.3M Q1'18 Q1'23 7.7x $136k $928k Q1'18 Q1'23 Industrial Equipment Distributor 6.8x $527k $4.1M Q1'18 Q1'23 7.7x $229k $1.4M Q1'18 Q1'23 Leading B2B Distributor 6.2x TravelB2B Passenger Airline 1 Passenger Airline 2 Multinational Oil & Gas Company Industrial Manufacturing Conglomerate

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 18 Extensive Platform Integrations and Technology Partners API integration into any ecosystem CRMs ERP / Platform eCommerce Platforms SalesTech Online Travel Agencies Reservations & Bookings Data Providers Billing, Payments & Tax Payment Gateway Commerce Cloud MarTech

Financial Overview

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 20 PROS Has Delivered Long-Term Sustainable Growth $29 $38 $61 $99 $145 $170 $178 $204 $71 $97 $118 $145 $186 $168 $153 $169 $197 $250 $252 $251 $276 CY10A CY11A CY12A CY13A CY14A CY15A CY16A CY17A CY18A CY19A CY20A CY21A CY22A Total Revenue ($MM) Subscription Transition CY15 – CY19 GTM Transformation CY22 - Ongoing 49% CY15 – CY19 Subscription CAGR COVID CY20 – CY21 27% CY10 – CY14 Revenue CAGR Subscription Revenue

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 21 Subscription Revenue Growth Trajectory ($mm, % YoY Growth) • 27% 5-Year CAGR (2017 through 2022) • Continued growth through the COVID-19 pandemic 1) 2023 dollar value and growth rate based on the mid-point of the Subscription Revenue 2023 Guidance. 2023 expectations are forward-looking statements. Given the risks, uncertainties and assumptions related to PROS’ business and operations, PROS’ actual future results may differ materially from these expectations. Investors should review the Company’s cautionary statements and risk factors referred to in this presentation. 60.5 98.7 145.3 170.5 178.0 204.0 232.7 2017 2018 2019 2020 2021 2022 2023E 49% 17% 47% 4% 15% 1 14%

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 22 Driving Consistent Margin1 Expansion 1) For definitions of non-GAAP measures or reconciliation of non-GAAP to GAAP measures, please refer to the appendix of this presentation. 635+ basis point improvement in 8 quarters 465+ basis point improvement in 8 quarters 72% 75% 76% 76% 77% 77% 78% 78% 61% 63% 63% 64% 64% 65% 64% 65% 0% 10% 20% 30% 40% 50% 60% 70% 80% 90% Q3 '21 Q4 '21 Q1 '22 Q2 '22 Q3 '22 Q4 '22 Q1 '23 Q2 '23 Non-GAAP Subscription Gross Margin Non-GAAP Gross Margin

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 23 Second Quarter 2023 Earnings Recap $mm (Except Per Share) Q2 2023 Q2 2022 Delta TTM 6/30/2023 TTM 6/30/2022 Delta Total Revenue $75.8 $68.4 11% $290.3 $262.5 11% Subscription Revenue $57.3 $50.4 14% $218.2 $190.3 15% Adjusted EBITDA $0.1 $(6.0) $6.1 $(1.9) $(25.9) $24.0 Free Cash Flow $(6.2) $(2.2) $(4.0) $(18.8) $(23.6) $4.8 Non-GAAP (Loss) Earnings Per Share $(0.01) $(0.14) $0.13 $(0.11) $(0.64) $0.53

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 24 Guidance Summary $mm (Except Per Share) Q3 2023 Guidance v. Q3 2022 at Mid-Point Full Year 2023 Guidance (7/25/2023) v. Prior Year at Mid-Point Prior Full Year 2023 Range (5/2/2023) Total Revenue $75.0 to $76.0 7% $300.0 to $302.0 9% $295.0 to $297.0 Subscription Revenue $58.6 to $59.1 14% $231.7 to $233.7 14% $231.7 to $233.7 Subscription ARR n/a n/a $251.0 to $254.0 11% $251.0 to $254.0 Non-GAAP Earnings Per Share $0.03 to $0.04 $0.10 n/a n/a n/a Adjusted EBITDA $2.5 to $3.5 $5.2 $5.5 to $7.5 $21.4 $3.5 to $6.5 Free Cash Flow n/a n/a $2.5 to $6.5 $26.2 $2.5 to $6.5 Notes: • The 2023 Guidance shown here are forward-looking statements. Given the risks, uncertainties and assumptions related to PROS’ business and operations, PROS’ actual future results may differ materially from these expectations. Investors should review the Company’s cautionary statements and risk factors referred to in this presentation. • Based on an estimated 46.7 million diluted weighted average shares outstanding for the third quarter of 2023 and a 22% non-GAAP estimated tax rate for the third quarter and full year 2023. • Please see appendix for a reconciliation of these non-GAAP metrics to GAAP metrics.

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 25 Targeting “Rule of 40” in Three Years (by 2026) 16-21% 19-24% Total Revenue Growth Free Cash Flow Margin Financial targets assume macroeconomic conditions remain consistent with conditions as of the time of this presentation.

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 26 Supplemental Business Metrics Revenue Q3 '21 Q4 '21 Q1 '22 Q2 '22 Q3 '22 Q4 '22 Q1 '23 Q2 '23 Subscription $ 44,119 $ 47,015 $ 48,765 $ 50,386 $ 51,763 $ 53,127 $ 55,969 $ 57,304 Maintenance and Support $ 8,477 $ 8,390 $ 7,855 $ 7,249 $ 7,071 $ 6,417 $ 5,712 $ 5,093 Recurring Revenue $ 52,596 $ 55,405 $ 56,620 $ 57,635 $ 58,834 $ 59,544 $ 61,681 $ 62,397 Services $ 10,075 $ 9,568 $ 9,872 $ 10,727 $ 11,514 $ 11,391 $ 11,501 $ 13,395 Total Revenue $ 62,671 $ 64,973 $ 66,492 $ 68,362 $ 70,348 $ 70,935 $ 73,182 $ 75,792 Recurring Revenue % 84% 85% 85% 84% 84% 84% 84% 82% Revenue by Geography Q3 '21 Q4 '21 Q1 '22 Q2 '22 Q3 '22 Q4 '22 Q1 '23 Q2 '23 United States $ 23,275 $ 22,866 $ 23,194 $ 23,908 $ 24,952 $ 26,307 $ 26,232 $ 27,224 Europe $ 18,571 $ 20,659 $ 20,823 $ 20,865 $ 20,816 $ 20,981 $ 22,949 $ 24,748 Rest of World $ 20,825 $ 21,448 $ 22,475 $ 23,589 $ 24,580 $ 23,647 $ 24,001 $ 23,820 $ in 000s

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 27 Supplemental Business Metrics Financial & Operating Metrics Q3 '21 Q4 '21 Q1 '22 Q2 '22 Q3 '22 Q4 '22 Q1 '23 Q2 '23 Non-GAAP Gross Margin1 61% 63% 63% 64% 64% 65% 64% 65% Non-GAAP Subscription Gross Margin1 72% 75% 76% 76% 77% 77% 78% 78% Non-GAAP Recurring Revenue Gross Margin1 72% 75% 76% 76% 76% 77% 77% 77% Adjusted EBITDA1 $ (4,438) $ (6,356) $ (9,123) $ (5,970) $ (2,160) $ 2,382 $ (2,305) $ 148 Cash and Cash Equivalents $ 308,642 $ 227,553 $ 217,393 $ 215,178 $ 206,824 $ 203,627 $ 192,376 $ 184,567 Recurring Deferred Revenue $ 95,774 $ 96,133 $ 116,948 $ 103,510 $ 105,650 $ 105,468 $ 117,837 $ 111,688 Total Deferred Revenue $ 105,764 $ 106,266 $ 128,802 $ 115,485 $ 116,191 $ 116,957 $ 128,353 $ 121,583 TTM Recurring Calculated Billings1 $ 200,748 $ 213,699 $ 224,858 $ 228,255 $ 238,370 $ 241,968 $ 238,584 $ 250,634 Remaining Performance Obligations2 $ 373,000 $ 360,500 $ 433,100 $ 434,900 $ 442,300 $ 441,500 $ 430,600 $ 407,600 Remaining Performance Obligations - Current $ 180,500 $ 184,600 $ 201,100 $ 197,400 $ 199,300 $ 206,300 $ 210,000 $ 204,200 Free Cash Flow1 $ (8,518) $ (1,334) $ (11,475) $ (2,239) $ (9,067) $ 1,072 $ (4,519) $ (6,240) Total Headcount (including contractors) 1,401 1,545 1,541 1,597 1,626 1,528 1,436 1,471 1) For definitions of non-GAAP measures or reconciliation of non-GAAP to GAAP measures, please refer to the appendix of this presentation. 2) Remaining performance obligations represent contractually committed revenue that has not yet been recognized, which includes deferred revenue and unbilled amounts that will be recognized as revenue in future periods. $ in 000s

Our Values

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 29 Our Mission: To Help People and Companies Outperform We are INNOVATORS Thinking creatively to find new paths to success for our people, our customers, and our business. We CARE Putting people first - our customers, employees, partners, and community - it’s how our company was started, and how we’ll always run it. Looking for every opportunity to create a better PROS and a better experience for our customers, and we hold ourselves accountable. We are OWNERS Learn more about our incredible culture

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 30 Governance, Security, & Environmental Sustainability Governance • LEED Silver certified global HQ • Sustainable data centers worldwide through our partnership with Microsoft • Recycling program in all offices Security PROS Board of Directors and Executive team are committed to adhering to the highest ethical values and promoting transparency. For more detail and a complete list of governance documents and charters, visit the governance page of our website. For further disclosures, read our ESG report. At PROS, security is the responsibility of everyone. We take data security and privacy seriously. ✓ ISO 27001 Certified ✓ ISO 27018 Certified ✓ SOC1 Type 2 Certified ✓ SOC2 Type 2 Certified ✓ Cloud Security Alliance Compliant ✓ GDPR Compliant For more detail on security and compliance, including detail on all certifications we hold, visit the trust and security page of our website. Environmental Sustainability

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 31 25% 25% 27% 26% 26% 29% 17% 21% 23% 24% 25% 33% 2017 2018 2019 2020 2021 2022 27% 30% 30% 29% 33% 37% 32% 35% 35% 36% 36% 2017 2018 2019 2020 2021 2022 Diversity & Inclusion PROS Employee Resource Groups (ERGs) Our ERGs are formed and led by employees, with company support, and any interested employee may join any group. Organized around common life experiences and backgrounds, they serve to champion our diversity initiatives and facilitate a workplace culture of equity and inclusion. Committed to a Diverse & Inclusive Environment We welcome and celebrate diverse perspectives, cultures and experiences. We are truly a ‘people first’ culture where every person is encouraged to bring their authentic selves to work and feel they belong and are valued. Our diversity in thought and action is what makes PROS a special place. Learn more Overall Representation % of All Employees Globally Management % of All Managers Globally Overall Representation % of All Employees U.S. Management % of All Managers U.S. Women at PROS Underrepresented Minorities in the U.S. 2022 figures based on 1,357 global employees as of 12/31/22 2022 figures based on 845 employees in the U.S. as of 12/31/22 Note: Underrepresented Minorities include AA, Hispanic and Multicultural For further disclosures on D&I at PROS, read our ESG report.

Appendix

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 33 Supplemental Information – Explanation of Non-GAAP Measures PROS has provided certain financial information that has not been prepared in accordance with GAAP. This information includes non-GAAP gross profit, non-GAAP gross margin, non-GAAP subscription gross margin, non-GAAP recurring revenue gross margin, adjusted EBITDA and free cash flow. PROS uses these non-GAAP financial measures internally in analyzing its financial results and believes they are useful to investors, as a supplement to GAAP measures, in evaluating PROS’ ongoing operational performance and cloud transition. Non-GAAP financial measures should not be considered in isolation from, or as a substitute for, financial information prepared in accordance with GAAP. Investors are encouraged to review the reconciliation of these non-GAAP measures to their most directly comparable GAAP financial measure. A reconciliation of GAAP to the non-GAAP financial measures has been provided in these tables and in the earnings press release. PROS' use of non-GAAP financial measures may not be consistent with the presentations by similar companies in PROS' industry. Non-GAAP gross profit: Non-GAAP gross profit is defined as GAAP gross profit less amortization of acquisition-related intangibles, severance and share-based compensation costs allocated to cost of subscription, maintenance and support, and services. Non-GAAP gross margin is calculated as the percentage of non-GAAP gross profit divided by total revenue. Non-GAAP subscription gross margin and recurring revenue gross margin are similarly calculated to compare the non-GAAP gross profit of subscritpion revenue and recurring revenue (subscription, maintenance and support revenue), respectively, to total subscription and recurring revenue, respectively. In calculating the non-GAAP gross profit of subscription revenue, the total costs of subscription are adjusted to reduce such costs by the portion of amortization of acquisition-related intangibles, severance and share-based compensation costs allocated to cost of subscription. In calculating the non-GAAP gross profit of recurring revenue, the total costs of subscription, maintenance and support are adjusted to reduce such costs by the portion of amortization of acquisition-related intangibles, severance and share-based compensation costs allocated to cost of subscription and cost of maintenance and support. Adjusted EBITDA: Adjusted EBITDA is defined as GAAP net income (loss) before interest expense, provision for income taxes, depreciation and amortization, as adjusted to eliminate the effect of stock-based compensation cost, severance, acquisition-related expenses, amortization of acquisition-related intangibles, and depreciation and amortization. Adjusted EBITDA should not be considered as an alternative to net loss as an indicator of our operating performance. Free Cash Flow: Free cash flow is a non-GAAP financial measure which is defined as net cash provided by (used in) operating activities, excluding severance payments, less capital expenditures (excluding expenditures for PROS new headquarters), purchases of other (non-acquisition-related) intangible assets and capitalized internal-use software development costs. Calculated Billings: Calculated billings is defined as total subscription, maintenance and support revenue plus the change in recurring deferred revenue in a given period.

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 34 Supplemental Reconciliation of GAAP to Non-GAAP Financial Measures – Guidance (In thousands, Unaudited) Low High Adjusted EBITDA GAAP Loss from Operations $ (11,400) $ (10,400) Amortization of acquisition-related intangibles 1,400 1,400 Share-based compensation 11,300 11,300 Depreciation and other amortization 1,200 1,200 Adjusted EBITDA $ 2,500 $ 3,500 Q3 2023 Guidance Low High Adjusted EBITDA GAAP Loss from Operations $ (51,900) $ (49,900) Amortization of acquisition-related intangibles 6,100 6,100 Severance 3,600 3,600 Share-based compensation 43,000 43,000 Depreciation and other amortization 4,700 4,700 Adjusted EBITDA $ 5,500 $ 7,500 Full Year 2023 Guidance

©2023 PROS, Inc. All rights reserved. Confidential and Proprietary page 35 Supplemental Information - GAAP to Non-GAAP Reconciliations (In thousands, Unaudited) Gross Profit Q3'21 Q4'21 Q1'22 Q2'22 Q3'22 Q4'22 Q1'23 Q2'23 GAAP Gross Profit $ 36,619 $ 38,996 $ 39,131 $ 40,721 $ 42,738 $ 43,467 $ 43,640 $ 47,221 Amortization of acquisition-related intangibles 384 752 1,983 1,685 1,555 1,441 1,337 1,243 Severance - - - - - 245 749 - Share-based compensation 951 926 825 1,006 1,050 1,017 832 985 Non-GAAP Gross Profit $ 37,954 $ 40,674 $ 41,939 $ 43,412 $ 45,343 $ 46,170 $ 46,558 $ 49,449 Non-GAAP Gross Margin 61% 63% 63% 64% 64% 65% 64% 65% Subscription Gross Profit Q3'21 Q4'21 Q1'22 Q2'22 Q3'22 Q4'22 Q1'23 Q2'23 GAAP Subscription Gross Profit $ 30,997 $ 34,109 $ 34,986 $ 36,640 $ 37,934 $ 39,442 $ 41,876 $ 43,245 Amortization of acquisition-related intangibles 384 752 1,983 1,685 1,555 1,441 1,337 1,243 Severance - - - - - 8 125 - Share-based compensation 182 207 151 185 174 148 125 169 Non-GAAP Subscription Gross Profit $ 31,563 $ 35,068 $ 37,120 $ 38,510 $ 39,663 $ 41,039 $ 43,463 $ 44,657 Non-GAAP Subscription Gross Margin 72% 75% 76% 76% 77% 77% 78% 78% Recurring Revenue Gross Profit Q3'21 Q4'21 Q1'22 Q2'22 Q3'22 Q4'22 Q1'23 Q2'23 GAAP Recurring Revenue Gross Profit $ 37,430 $ 40,446 $ 40,674 $ 41,901 $ 43,053 $ 43,962 $ 45,306 $ 46,462 Amortization of acquisition-related intangibles 384 752 1,983 1,685 1,555 1,441 1,337 1,243 Severance - - - - - 8 432 - Share-based compensation 313 343 242 283 283 266 205 267 Non-GAAP Recurring Revenue Gross Profit $ 38,127 $ 41,541 $ 42,899 $ 43,869 $ 44,891 $ 45,677 $ 47,280 $ 47,972 Non-GAAP Recurring Revenue Gross Margin 72% 75% 76% 76% 76% 77% 77% 77% Adjusted EBITDA Q3'21 Q4'21 Q1'22 Q2'22 Q3'22 Q4'22 Q1'23 Q2'23 GAAP Loss From Operations $ (15,808) $ (21,639) $ (26,503) $ (20,537) $ (16,181) $ (14,873) $ (18,796) $ (13,355) Acquisition-related expenses - 2,386 - - - - - - Amortization of acquisition-related intangibles 845 1,420 2,975 2,597 2,221 1,973 1,806 1,620 Severance - - 1,508 - - 4,034 3,586 - Share-based compensation 8,634 9,665 11,225 10,766 10,626 10,097 9,904 10,752 Depreciation and other amortization 1,891 1,812 1,672 1,204 1,174 1,151 1,195 1,131 Adjusted EBITDA $ (4,438) $ (6,356) $ (9,123) $ (5,970) $ (2,160) $ 2,382 $ (2,305) $ 148 Free Cash Flow Q3'21 Q4'21 Q1'22 Q2'22 Q3'22 Q4'22 Q1'23 Q2'23 Cash Flow From Operations $ (8,171) $ (970) $ (11,014) $ (1,931) $ (8,991) $ (1,970) $ (6,413) $ (6,542) Severance - - - - - 3,058 3,170 579 Purchase of property and equipment (excluding new headquarters) (347) (364) (461) (308) (76) (16) (1,546) (277) Free Cash Flow $ (8,518) $ (1,334) $ (11,475) $ (2,239) $ (9,067) $ 1,072 $ (4,519) $ (6,240)

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