The Software Report is pleased to announce The Top 25 Sales Enablement Software Executives of 2025. Among the year’s most significant shifts was Clari’s merger with Salesloft, with CEO Andy Byrne set to lead the combined company, bringing $10 trillion in annual revenue across more than 5,000 organizations. At Khoros, Eric Vaughan navigated the company’s acquisition by IgniteTech, driving a full operating reset within weeks and steering the platform toward an AI-first strategy.
Meanwhile, Seismic CEO Doug Winter guided the company to six consecutive profitable quarters and record international bookings, while Xactly CEO Arnab Mishra introduced the industry’s first AI agents for end-to-end revenue lifecycle management through a new collaboration with ServiceNow.
The impact of this year’s leaders goes far beyond these individual milestones. Each executive on the list has played a central role in advancing the sales enablement field, whether through driving product innovation, expanding global reach, or scaling platforms that empower enterprises, growth-stage companies, and sales teams across industries.
This year’s awardees were selected through a methodical evaluation process that considered the scope of their business achievements, the innovations they and their teams have delivered, and the influence of their leadership on the sales function across industries. Please join us in celebrating The Top 25 Sales Enablement Software Executives of 2025.
1. Andy Byrne
Company: Clari
Title: Co-Founder and Chief Executive Officer
Andy Byrne is the Co-Founder and Chief Executive Officer of Clari, an enterprise sales platform that provides data-driven insights to improve forecast accuracy and decision-making. In August 2025, Clari and Salesloft announced a definitive agreement to merge, with Byrne slated to lead the combined company. The merged business will oversee $10 trillion in annual revenue for over 5,000 organizations, including Adobe, IBM, Zoom, and Shopify.
Under Byrne’s leadership, Clari also reported in September 2025 that its platform delivered $96.2 million in measurable value to enterprise customers, achieving a 398% ROI and payback in under six months.
Before co-founding Clari in 2013, Byrne was part of the founding team at Clearwell Systems, acquired by Symantec for $390 million, and co-founded Timestock, later acquired by Wily Technology/CA. He began his career in sales and product management roles at VitalSigns and Bay Networks. Byrne holds an MBA in technology and innovation from San José State University and a bachelor’s degree in economics from the University of Nevada, Reno.
2. Arnab Mishra
Company: Xactly Corporation
Title: Chief Executive Officer
Arnab Mishra is the Chief Executive Officer of Xactly Corporation, a global provider of AI-powered revenue intelligence and sales performance management solutions. Under his leadership, Xactly marked two major milestones in 2025. There was the launch of the industry’s first AI Agents to automate end-to-end revenue lifecycle management, and a strategic collaboration with ServiceNow to unify sales order and performance management.
Mishra has spent more than eight years at Xactly, where he previously served as chief operating officer and chief product officer, overseeing global teams across product, strategy, engineering, services, and customer success.
Earlier in his career, he held leadership roles at BroadSoft, where he directed its contact center business through significant growth ahead of its acquisition by Cisco, and advised technology companies through board and advisory positions at Zingtree, SmartAction, and SignifAI. Mishra holds an MBA from Harvard Business School and a bachelor’s degree in economics from the University of Pennsylvania.
3. Doug Winter
Company: Seismic
Title: Co-Founder and Chief Executive Officer
Doug Winter is the Co-Founder and Chief Executive Officer of Seismic, a unified enablement platform that equips customer-facing teams with the skills, content, tools, and insights they need to drive engagement and revenue growth. Since starting Seismic in 2010, he has helped the company achieve unicorn status and grown it into a trusted platform used by more than 2,000 organizations to engage customers, enable teams, and drive revenue growth.
Under Winter’s leadership, Seismic reached profitability in 2025 after six consecutive profitable quarters and reached record international booking totals. The company also expanded its collaboration with Salesforce in 2025 by integrating Aura AI into Salesforce Agentforce to deliver real-time content recommendations, guided playbooks, and embedded enablement into the workflows of sellers.
Winter previously co-founded Objectiva Software Solutions and served as COO and GM at EMC Document Sciences. He holds a bachelor’s degree in electrical engineering from Virginia Tech, a master’s degree in engineering from MIT, and a master’s degree in management from MIT’s Sloan School of Management.
4. Piotr Biedacha
Company: Decerto
Title: Chief Executive Officer
Piotr Biedacha is the Chief Executive Officer of Decerto, a Warsaw-based technology company specializing in IT solutions for the insurance industry. In July 2025, Decerto partnered with InterRisk TU SA Vienna Insurance Group to launch IRON, a modern digital sales platform built on Decerto’s proprietary Higson engine. Designed with microservices architecture and user-first design principles, the platform enhances agent productivity with real-time premium calculations, automated workflows, and high security standards.
Biedacha joined Decerto in 2007 and has helped scale the company into a trusted partner for insurers across Europe and beyond, serving clients including Warta, Generali, PZU, and Allianz. He began his career as a developer and later held leadership positions at JAVART and Reebok. Biedacha holds a master’s degree in software engineering from the Warsaw University of Technology and completed postgraduate management studies at SGH Warsaw School of Economics.
5. Viktoria Ruubel
Company: Pipedrive
Title: Chief Product Officer
Viktoria Ruubel is the Chief Product Officer at Pipedrive, a sales CRM platform for small and midsize businesses that supports lead management, pipeline tracking, workflow automation, and deal closing. She directs global product strategy and development, with a focus on making sales tools more effective and accessible for business teams.
Since joining Pipedrive in 2024, Ruubel has overseen key product launches including Pipedrive Pulse, a prospecting toolkit that combines data enrichment, lead scoring, and automated nurturing, and the introduction of AI-powered report creation in March 2025, which enables users to generate custom reports through natural language prompts.
Before joining Pipedrive, Ruubel held senior product and partnership leadership roles at Meta, Intuit, Skype, and Veriff. She has more than 20 years of experience building and scaling digital products across global markets. Ruubel holds a bachelor’s degree and MBA in economics from the University of Tartu, as well as a master’s degree in international relations from the University of Gothenburg.
6. Eric Vaughan
Company: Khoros
Title: Chief Executive Officer
Eric Vaughan is the Chief Executive Officer of Khoros, a leader in digital-first customer engagement, combining 20+ years of expertise with AI-powered solutions for care, messaging, social, and online communities. He was appointed following IgniteTech’s acquisition of Khoros in May 2025, where he quickly directed a full operating reset, launched new global hiring pipelines, and reinforced customer commitments through roadmap calls and continued support for legacy products.
Under Vaughan’s leadership, Khoros accelerated product innovation, advancing Khoros One and releasing new AI-powered features such as AI Expert Help, Brand Defender, and the Brand Intelligence Suite.
With more than 30 years of experience in the technology industry, Vaughan has founded and led three software companies and overseen more than 50 M&A transactions. He is also the CEO of IgniteTech, where he introduced “AI Mondays” to foster companywide innovation.
7. Sara Cohen
Company: Salesloft
Title: Chief People Officer
Sara Cohen is the Chief People Officer at Salesloft, a revenue orchestration platform helping B2B organizations drive durable revenue growth. She oversees the company’s people strategy, shaping a culture to allow global teams to thrive as Salesloft expands its AI capabilities and prepares for its next chapter. Following the August 2025 announcement of Salesloft’s merger with Clari, Cohen is leading initiatives to keep employees engaged and supported while aligning talent priorities with the company’s broader business strategy.
She joined Salesloft in 2024, bringing more than two decades of experience as a people and culture leader. Before Salesloft, she held senior roles at Forsta, GroupM, Xaxis, and Edelman, where she directed organizational transformations, managed the people aspects of mergers and acquisitions, and improved employee engagement across global teams. Her work at Forsta included leading a cultural turnaround that significantly raised the company’s Employee Net Promoter Score within a year. She holds a bachelor’s degree in psychology from the University at Albany.
8. Trey Gibson
Company: SPOTIO
Title: Founder and Chief Executive Officer
Trey Gibson is the Chief Executive Officer and founder of SPOTIO, a field sales platform built to help outside sales teams increase productivity and performance. Since starting the company in 2014 after managing field sales teams in the construction and insulation industries, Gibson has focused on giving reps the tools they need to succeed and managers proper so they can lead effectively.
He oversaw the launch of SPOTIO AI in 2025, a suite of capabilities designed to make field sales faster, smarter, and more efficient. The platform provides instant access to selling strategies, product information, pricing data, and step-by-step guidance for complex workflows. For managers, it offers powerful coaching tools that help build high-performing teams.
Gibson previously served as a mentor at SeedSumo, guiding early-stage startups, and held leadership roles as a managing partner at Canopy Construction and Korbin Insulation, as well as co-founder of Energywise Group. He earned both his MBA in management and entrepreneurship and his bachelor’s degree in business administration and management from the Texas Tech University Rawls College of Business.
9. Eric Anderson
Company: Walnut
Title: Chief Executive Officer
Eric Anderson is the Chief Executive Officer of Walnut, a platform for interactive product demos and buyer-first sales experiences. Since being appointed CEO in late 2024, Anderson has led the company’s next growth phase, including the 2025 launch of Walnut’s Interactive Deal Room. The digital sales room centralizes demos, content, mutual action plans, and collaboration in a single workspace. It is intended to simplify the B2B sales process, which averages 84 days, by giving sales teams and buyers one place to manage deals and decisions.
Anderson brings decades of go-to-market leadership experience, having previously served as president of Mindtickle, where he oversaw global sales, marketing, and customer success, and as CRO at Optimizely, Spredfast, and Return Path. He also held senior leadership roles at Nuance Communications, where he built and scaled worldwide sales teams. Anderson studied business management at San José State University.
10. Prem Parameswaran
Company: Gainsight
Title: Chief Technology Officer
Prem Parameswaran is the Chief Technology Officer at Gainsight, a Customer Success platform that unifies the post-sales journey with AI-driven solutions that help businesses enhance engagement, boost retention, and drive efficient growth. He oversees the company’s global technology strategy, guiding the development of secure, scalable, and AI-powered solutions that help organizations drive efficient growth and retention.
In 2025, Parameswaran played a central role in the launch of Atlas, Gainsight’s new generation of AI agents designed to transform the customer journey from onboarding to renewal. The Staircase AI Agent, the foundation of Atlas, analyzes customer interactions across email, meetings, product usage, and more to surface sentiment, risk, and growth signals at scale. Gainsight also achieved ISO/IEC 27001 and ISO/IEC 42001 certifications, validating the compliance of its AI solutions.
Parameswaran has over two decades of leadership in technology and engineering, previously serving as EVP of Engineering at Velocity Global and holding senior roles at AWS, WeWork, Tile, Barnes & Noble, and Motorola. He also co-founded Tact.ai, scaling it into a successful enterprise AI platform, and has advised multiple startups.
11. Krishna Depura
Company: Mindtickle
Title: Co-Founder and Chief Executive Officer
Krishna Depura is the Co-Founder and CEO of Mindtickle, a revenue enablement platform that helps businesses grow revenue and retain customers by improving the performance of sales and customer support teams. He drives the company’s vision and direction, turning Mindtickle into a trusted partner for revenue teams that need training, coaching, and intelligence at scale.
In 2025, Depura oversaw the rollout of new AI tools designed to support sellers, managers, and enablement professionals, including AI-guided selling strategies, automated digital sales rooms, role-play simulations, and personalized coaching dashboards. He also prioritized security and compliance, guiding Mindtickle in obtaining ISO/IEC 27001 certification for information security and ISO/IEC 42001 certification for responsible AI.
Before starting Mindtickle, Depura held leadership roles at PubMatic, Microsoft, Tejas Networks, and Infinera. He holds an MBA in marketing and finance from the Indian School of Business and a bachelor’s degree in computer science from the Indian Institute of Technology, Roorkee.
12. Hendrik Isebaert
Company: Showpad
Title: Chief Executive Officer
Hendrik Isebaert is the CEO of Showpad, an AI-powered enablement platform that connects marketing and revenue teams with the content, training, and tools needed to support the sales process. Since joining in 2016, he has held leadership roles in the U.S. and Belgium. Isebaert is leading Showpad into its next chapter following the August 2025 announcement of a planned merger with Bigtincan. The combined business will continue operating under the Showpad name, creating one of the largest AI-driven revenue enablement providers.
As CEO, Isebaert has also guided Showpad to profitability, with record financial results in 2024 driven by greater adoption among enterprise customers in manufacturing, healthcare, and technology. He also led Showpad’s AI-first strategy, introducing innovations like Showpad Assist, which simplifies workflows, gives real-time insights, and helps sellers strengthen relationships with buyers.
Isebaert has served in various other roles at Showpad, including COO, SVP of revenue, and managing director for EMEA. He previously worked at Bain & Company and Procter & Gamble in strategy and operations. He holds an MBA from Harvard Business School, a master’s degree in marketing management from Vlerick Business School, and a master’s degree in economics from Ghent University.
13. Yuchun Lee
Company: Allego
Title: Co-Founder & Chief Executive Officer
Yuchun Lee is the Co-Founder and Chief Executive Officer of Allego, a provider of AI-powered revenue enablement technology used by many of the world’s largest financial, healthcare, and technology enterprises. In June 2025, Allego introduced a suite of agentic AI capabilities at its annual Sales Success Summit, changing how organizations deliver coaching, content, and deal intelligence at scale.
Lee co-founded Allego in 2013 after a long career in enterprise software. He previously served as vice president of IBM’s Enterprise Marketing Management Group following IBM’s $480 million acquisition of Unica, where he was CEO from 1992 through 2010.
In addition to his work at Allego, Lee is Executive Chairman of DSP Concepts, an Executive in Residence at General Catalyst Partners, and a board member of Vertex Pharmaceuticals. He holds bachelor’s and master’s degrees in electrical engineering and computer science from MIT and an MBA from Babson College.
14. Melanie Fellay
Company: Spekit
Title: Co-Founder and Chief Executive Officer
Melanie Fellay is the Chief Executive Officer and Co-Founder of Spekit, a modern sales enablement platform that unifies sales content, learning, and AI-powered guidance directly in the flow of work. Under her leadership, Spekit launched its Deal Rooms product in May 2025, embedding content, coaching, buyer engagement, and revenue analytics into a single workspace for revenue teams.
The release followed Spekit’s acquisition of AI startup Cquence in late 2024, a move that accelerated the company’s development of context-driven enablement intelligence and personalized AI assistants.
Fellay co-founded Spekit in 2018 to address inefficiencies she saw in fragmented enablement systems and has since grown the company into a trusted partner of enterprises like iHeartMedia, Equifax, Affirm, Southwest Airlines, and ZoomInfo.
Earlier in her career, she held business operations and Salesforce leadership roles and served as chief of staff at RealtyShares. She is the author of Just-in-Time: The Future of Enablement in a World of AI and holds a BBA in accounting and finance from the University of Colorado Boulder.
15. Pete McChrystal
Company: Accent Technologies
Title: Founder, President and Chief Executive Officer
Pete McChrystal is the President and Chief Executive Officer of Accent Technologies, a cloud-based sales enablement company that combines content management, guided selling, and performance analytics for revenue teams. Accent’s platform integrates AI and data science to give sales and marketing leaders real-time insights into buyer engagement, sales activity, and coaching effectiveness and supports some of the world’s leading financial services and enterprise organizations.
McChrystal founded Accent Technologies in 1990 and has led the company for more than three decades, building a platform that combines traditional enablement with data-driven sales performance management. Before launching Accent, he served as an infantry officer in the U.S. Army, where he was Airborne Ranger qualified and held leadership roles as a platoon leader, executive officer, and instructor at the U.S. Army Infantry School at Fort Benning, Georgia. McChrystal earned a bachelor’s degree in business management from the United States Military Academy at West Point.
16. Mert Yentur
Company: Pitcher AG
Title: Founder and Chief Innovation Officer
Mert Yentur is the Founder and Chief Innovation Officer of Pitcher AG, a global provider of Sales Enablement 2.0 solutions serving Fortune 500 companies across 140 countries. In February 2025, Pitcher announced record SaaS revenue and new customer wins across consumer goods, life sciences, wealth management, and manufacturing, positioning the company for its next stage of expansion under a newly appointed CEO. Yentur has been central to the development of Pitcher’s AI-forward Selling Experience Platform, which streamlines pre-call planning, content delivery, digital sales rooms, and post-meeting execution in a unified, mobile-first application.
Before founding the company in 2011, Yentur launched Vayen Solutions, a mobile software agency, and held technology leadership roles at DigaDing, Solutionpark, and Swisscom. He earned a master’s degree in computational neuroscience and neuromorphic engineering from the University of Zurich and a bachelor’s degree in computer engineering from Istanbul Technical University.
17. Dan Whelan
Company: Qstream
Title: Chief Executive Officer
Dan Whelan is the Chief Executive Officer of Qstream, an AI-powered microlearning platform developed at Harvard Medical School. Under his leadership, the company reported four consecutive quarters of sales and retention growth in April 2025, following the launch of its AI-powered Author Assistant. Proven in over 20 peer-reviewed clinical trials and years of enterprise use, Qstream’s platform improves learner engagement by more than 90% and increases knowledge retention by up to 135%.
Whelan became CEO of Qstream in 2021 and has focused on expanding its market reach and accelerating platform innovation. He previously served as CEO of revenue management systems, where he scaled the company into a global SaaS leader, and earlier held leadership roles at Data Fusion Technologies and Epicor Software Corporation after beginning his career in consulting at Accenture. Whelan earned a bachelor’s degree in business, technology, and quantitative methods from the University of Washington.
18. Elay Cohen
Company: SalesHood
Title: Chief Executive Officer and Co-Founder
Elay Cohen is the Chief Executive Officer and Co-Founder of SalesHood, an AI-driven revenue enablement platform used by high-growth companies to accelerate sales readiness and execution. In April 2025, the company introduced AI Role Play, an immersive training solution that uses realistic, real-time simulations to strengthen messaging, objection handling, and closing skills. The platform has been shown to boost win rates by up to 10% and improve sales productivity across customer-facing teams.
Cohen co-founded SalesHood in 2013 after serving as senior vice president of sales productivity at Salesforce, where he helped scale revenue from $300 million to more than $3 billion. Earlier in his career, Cohen held product management roles at Oracle and Allegis. He earned a bachelor’s degree in political science and history from the University of Toronto and an MBA from York University’s Schulich School of Business.
19. Sam Clemens
Company: Reprise
Title: Chief Executive Officer and Co-Founder
Sam Clemens is the Chief Executive Officer and Co-Founder of Reprise, an AI-powered demo platform for enterprise software companies. In August 2025, Reprise introduced its Agentic Demo Builder, the first agentic AI capture system for enterprise demo creation. The technology automates the process of cloning software into interactive, production-ready demo environments, allowing sales engineers to generate polished, error-free demos out of the box.
Clemens co-founded Reprise in 2020 to change the way companies sell software by making demo creation faster, more reliable, and more scalable. Since launch, the company has grown into a recognized leader in demo automation, serving enterprise customers like Databricks, UKG, ServiceNow, and Zendesk.
Alongside his role at Reprise, Clemens serves on the boards of FreshBooks and Appcues and is a venture partner with Accomplice VC. He has also been an entrepreneur-in-residence and executive fellow at Harvard Business School, where he lectured on launching technology ventures. Clemens earned an MBA from Harvard Business School and a dual bachelor’s degree in applied mathematics and economics from Yale University.
20. Ray Meiring
Company: QorusDocs
Title: Co-Founder and Chief Executive Officer
Ray Meiring is the Chief Executive Officer and Co-Founder of QorusDocs, a Bellevue-based company that provides AI-powered software for proposals, pitches, and RFP responses. In July 2025, QorusDocs acquired UK-based Shark Finesse, a customer value management software provider, bringing ROI-driven business case modeling into the proposal workflow. That same month, the company also reported a 360% year-over-year increase in customer use of AI for proposal management.
Since co-founding QorusDocs in 2012, Meiring has led the company’s expansion into a global provider serving more than 150 customers, including firms such as Hitachi Energy, Ricoh USA, and NTT Data. Under his leadership, clients have achieved measurable results, including a fivefold increase in RFP responses and an average 20% lift in win rates.
Before QorusDocs, Meiring co-founded Relate Technologies and held leadership roles in software development and business management at CS Holdings and Idion Solutions. He earned a bachelor of commerce degree from the University of South Africa.
21. Dave Osborne
Company: Conga
Title: Chief Executive Officer
Dave Osborne is the Chief Executive Officer of Conga, a market leader in revenue lifecycle management. Osborne was appointed CEO in April 2025 to build on Conga’s momentum and lead its next phase of innovation, operational excellence, and customer-centric global growth. Under his leadership, Conga is focusing on AI-powered CPQ, CLM, and document automation as part of its strategic vision, helping more than 10,000 customers and 6.4 million users worldwide maximize revenue and reduce risk.
Osborne brings more than 25 years of experience in scaling global SaaS and technology businesses. Prior to Conga, he served as CEO of Caseware, where he accelerated growth and product innovation for cloud-enabled audit and financial reporting solutions. Earlier, he was CEO of Virgin Pulse, leading the company through rapid expansion and multiple successful acquisitions, and also held leadership roles with Vista Consulting Group and Insight Partners, specializing in operational transformation and growth strategy. Osborne holds an MBA from the Terry College of Business at the University of Georgia and a bachelor’s degree from Colorado State University.
22. Patrick Morrissey
Company: Altify
Title: Chief Executive Officer
Patrick Morrissey is the Chief Executive Officer of Altify, an account planning AI cloud built natively on Salesforce to help B2B revenue teams map relationships, qualify and manage deals, and grow strategic accounts. In March 2025, Gallant Capital Partners acquired Altify and Morrissey returned to the company as CEO. His focus is on AI-enhanced account planning that simplifies complex selling and aligns execution to customer value.
Morrissey brings more than 25 years of experience in sales strategy, AI cloud technology, and go-to-market leadership. He previously served as chief customer officer and chief growth officer at HireVue, and earlier led Altify’s enterprise sales and marketing business as SVP/GM after serving as the company’s CMO. His earlier career includes executive roles at Simpplr, Salesforce, Business Objects, and other enterprise software leaders. Morrissey holds a bachelor’s degree in political science, English, and speech from Iowa State University.
23. Jacek Maciak
Company: Salesbook
Title: Co-Founder and Chief Executive Officer
Jacek Maciak is the Co-Founder and Chief Executive Officer of Salesbook, a sales enablement, proposal, and CRM platform that boosts sales efficiency by up to 50% and raises sales value by an average of 54%. Since founding the company in 2016, Maciak has led its growth into a complete sales system trusted by thousands of representatives worldwide.
Salesbook unifies sales enablement, CPQ, sales force automation, and CRM into a single platform, empowering companies to standardize and automate the consultative sales process while giving reps more time to build relationships and deliver business value.
As a serial entrepreneur with more than 20 years of experience in the TMT sector, Maciak has co-founded multiple ventures in software and digital services and has held board-level roles in technology and digital commerce companies. He earned Executive MBA degrees from both SGH Warsaw School of Economics and Université du Québec à Montréal, as well as a master’s degree in computer science and economics from the University of Lodz.
24. George Elfond
Company: Rallyware
Title: Co-Founder and Chief Executive Officer
George Elfond is the Co-Founder and Chief Executive Officer of Rallyware, a performance enablement platform used by more than 200 enterprises across 90 countries to support over 15 million sellers. The platform consolidates learning and development, incentives and recognition, customer relationship management, and communications into a single mobile and web experience, using personalized activities to drive seller performance.
In November 2024, Rallyware launched a frontline enablement platform for retailers in the running, sports, and outdoor sectors, uniting brand training with store-level execution—building on Myagi by Rallyware’s work with brands such as Hoka, Puma, and Saucony.
Earlier in his career, Elfond advised Fortune 500 companies and institutional investors at L.E.K. Consulting and HSBC. He holds dual bachelor’s degrees in electrical engineering and computer science and applied mathematics from the University of California, Berkeley, an MPA from Harvard Kennedy School, and an MBA in entrepreneurial management from The Wharton School.
25. Howard Brown
Company: Revenue.io
Title: Founder and Chief Executive Officer
Howard Brown is the Founder and Chief Executive Officer of Revenue.io, an AI-powered RevOps platform that delivers real-time conversation guidance to global revenue teams. Under his leadership the company rolled out product updates In April 2025, expanding real-time coaching into Zoom, introducing multilingual transcription across 23 languages, and adding new AI-driven coaching tools for sales and customer-facing teams.
A three-time entrepreneur, Brown has guided Revenue.io from its founding in 2013 into a platform trusted by enterprises such as HPE, Nutanix, and Amazon. He previously built 4therapy.com (acquired by CRC Health) and Senior Transitions (acquired by RealPage), as well as DemandResults. He holds five patents relating to real-time conversation guidance and speaks regularly at industry events. Brown earned a bachelor’s degree in political science from the University of Arizona and a master’s degree in clinical psychology from Antioch University.