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PayPal Shares Under Pressure as CEO Sounds Cautionary Note

Felix Baarz by Felix Baarz
November 20, 2025
in Analysis, E-Commerce, Earnings, Tech & Software
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PayPal’s leadership has delivered sobering commentary that casts doubt on the company’s near-term prospects. During a recent financial technology conference hosted by Citi, Chief Executive Officer Alex Chriss acknowledged significant challenges within the payment giant’s core operations, sending ripples of concern through the investment community.

Growth Concerns in Core Payment Business

The primary source of investor anxiety stems from disappointing performance in PayPal’s branded checkout segment—the familiar payment button that has long been the company’s flagship offering. Chriss indicated this crucial business line is expanding at a slower pace than management had anticipated.

He attributed this slowdown directly to changing economic conditions. A noticeable cooling in the broader economy is suppressing consumer enthusiasm, particularly affecting discretionary spending. This warning arrives at an especially inopportune moment, as the critical holiday shopping season approaches. Market participants now worry that PayPal’s main revenue driver may lose momentum during the fourth quarter, traditionally its strongest period.

Strategic Bright Spots Offer Some Solace

Despite these headwinds, management highlighted several positive developments. The company remains on track to achieve its transaction margin targets, citing disciplined cost management. PayPal’s aggressive push into flexible credit solutions appears to be yielding results, with its “Buy Now, Pay Later” volume projected to surpass $40 billion by 2025.

Should investors sell immediately? Or is it worth buying PayPal?

The Venmo subsidiary continues to demonstrate substantial potential, with anticipated revenues exceeding $2 billion. User adoption of the Venmo debit card is accelerating rapidly. Additionally, the newly announced partnership with Liverpool Football Club as its official digital payments partner should enhance global brand visibility, though immediate revenue impact is expected to be modest.

Market Reaction Reflects Deepening Skepticism

These encouraging developments have failed to offset growing market pessimism. Sentiment has been further dampened by insider selling activity, with both institutional holders and corporate executives reducing their positions—a move rarely interpreted as a vote of confidence.

The technical picture starkly illustrates these concerns. PayPal shares have declined more than 37% since the beginning of the year, hovering perilously close to their 52-week low. As the stock searches for a sustainable bottom, competitive pressures from rivals like Apple Pay continue to intensify. Investors are now anxiously awaiting concrete data from the holiday shopping period, which could determine the stock’s medium-term trajectory.

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Felix Baarz

Felix Baarz

My name is Felix Baarz, and I look back on over fifteen years of experience as a business journalist. I have always been fascinated by the mechanisms and dynamics of global financial markets as well as the complex economic and political interconnections that shape our world. With this passion, I have made a name for myself as an expert on international financial markets and dedicate myself with great commitment to making even the most complex topics understandable and accessible to my readers. My roots lie in Cologne, where I was born and raised. Early on, my curiosity about economic topics and international developments sparked my interest in journalism. After completing my studies, I began my career as a business editor at a respected German trade publication. Here I laid the foundation for my professional career, but my curiosity soon drew me out into the wider world. A turning point in my life was moving to New York, where I lived for six years and gained insight into leading media houses. In this vibrant metropolis, I was able to report firsthand from the heart of the global financial world. From daily developments on Wall Street to major economic policy decisions that make waves worldwide, I had the opportunity to write about central topics that move people and markets alike. This time shaped my perspective and sharpened my view of global interconnections.

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