Yogesh Gupta joined Progress Software with a reputation already established through three decades of impactful work. But at Progress, he introduced something that changed the organization’s trajectory entirely: the Total Growth Strategy.
This strategy unified organic innovation, disciplined operational excellence, and strategic M&A into a single, integrated growth mechanism. Gupta personally led several multi-million-dollar acquisitions that now form the backbone of Progress’s expansive tech portfolio, including:
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ShareFile acquisition ($875M, 2024) – the largest in Progress history
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MarkLogic (2023) – expanding data analytics and data-driven intelligence
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Kemp (2021) – strengthening performance and load-balancing technologies
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Chef (2020) – introducing DevOps automation leadership
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Ipswitch (2019) – expanding into secure infrastructure and network monitoring
These strategic acquisitions did more than expand capabilities – they diversified revenue streams, cemented enterprise relevance, and positioned Progress to lead in AI-powered business transformation.
Yogesh Gupta: Financial Performance and Market Impact
Under his leadership, Progress Software achieved 28.8 percent revenue growth as of February 2025, with approximately $753 million in annual revenue in 2024.
He entered the company at a time when expectations were cautious. Today, Progress stands as a powerful example of how disciplined innovation, customer-centric execution, and M&A stewardship can re-write an organization’s destiny.
People First: Culture as a Competitive Advantage
While numbers often dominate CEO profiles, Yogesh Gupta anchors his legacy on something immeasurable: human potential.
Unlike many high-pressure technology environments, Progress Software boasts a voluntary employee turnover rate of nearly 5 percent, far below industry averages. Gupta’s philosophy is simple: success compounds when people feel valued.
He has also refreshed Progress’s Board of Directors, adding four new independent members, increasing diversity, and building a leadership team equipped for generational growth.
Honored for Vision – A Defining 2025 Milestone
In June 2025, Yogesh Gupta was recognized among the nation’s finest business leaders when he was named EY Entrepreneur Of The Year – New England Award Winner. This honor acknowledged not just corporate numbers, but:
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His contribution to shaping responsible AI adoption
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His impact on building an equitable corporate ecosystem
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His ability to lead and inspire through change
The Early Chapters: Shaping a Technologist and a Leader
Long before his role at Progress Software, Yogesh Gupta carved a remarkable path across the software industry.
CA Technologies (1989–2007)
He spent nearly 18 years at CA Technologies, then one of the world’s largest software companies. During this time, he served in several executive roles:
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Chief Technology Officer
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Chief Strategy Officer and Head of M&A
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Senior Vice President of Marketing and Strategy
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Senior Vice President of Engineering
As CTO, he helped create the CA Hope Foundation Study Center in Hyderabad, supporting education for underprivileged children – a testament to his belief that technology must lift communities as well as corporations.
FatWire Software (2007–2012)
Joining FatWire as President and CEO, Gupta led the company through the global recession, doubling revenue within four years, culminating in a successful acquisition by Oracle.
Kaseya (2013–2015)
As CEO of Kaseya, he introduced a cloud-subscription model that pivoted the company into a modern growth era, proving once again his talent for transformation.
Roots of Excellence: Education and Thought Leadership
Yogesh Gupta is a technologist at heart. His academic foundations reveal his curiosity and computational passion:
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Bachelor’s Degree in Electrical Engineering – IIT Madras (1981)
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Master’s Degree in Computer Science – University of Wisconsin-Madison (1983)
He is also a published author and holds a patent in the field of neural networks, reflecting his early engagement with artificial intelligence long before AI became mainstream.
Yogesh Gupta: Beyond the Boardroom – Contributions to Society and Industry
Gupta’s influence extends beyond commercial leadership. He serves on:
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The Board of Trustees – Beth Israel Lahey Health System
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The Massachusetts Technology Leadership Council (MassTLC) – where he is also Co-Chairman
He played a key role in the Tech Compact for Social Justice, an initiative creating change through:
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Inclusive hiring
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Diversity reporting
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Funding education and training programs
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Advocacy for equitable workplace policies
His philosophy is clear: true leadership is measured not only by revenue, but by how many lives are changed along the way.