PayPal’s online checkout empire is under siege as rivals squeeze its
core business
[May 27, 2026] By
KEN SWEET
NEW YORK (AP) — PayPal helped invent online checkout. Nearly three
decades later, it’s struggling to defend its turf.
The iconic online payments company is facing its biggest challenge in
nearly three decades of existence. Its core business of customers using
the app to check out when shopping online is barely growing and new
management has bluntly warned investors that “significant changes” will
be needed to fix the company’s problems.
One of the biggest success stories of the original dot-com era, PayPal
has seen its territory steadily conquered by new and existing
competitors, particularly Apple, Shopify, the buy now, pay later
companies like Affirm and Klarna, and peer-to-peer money transfer
services like Cash App and Zelle, particularly in the past five years.
As a result, PayPal’s stock has fallen nearly 40% in the past 12 months.
The stock, which soared during the pandemic as millions of Americans
started shopping online for groceries and other necessities, has plunged
roughly 80% in the past five years as investors worried that PayPal
missed an opportunity to leverage its name recognition and dominance in
online payments and allowed its competitors to take market share that
will be hard to recover.
Investors’ concerns are not about profitability, although PayPal did
warn investors that 2026 profits would be down from the previous year.
The concerns lie more with how will PayPal grow and maintain its market
with increasing competition.

PayPal said in its first-quarter earnings report that branded checkout —
the company’s most profitable business by margin — grew just 2%. While
the company noted there had been a slowdown in its European division and
other discretionary purchases, a growth of only 2% in one of the fastest
growing industries alarmed investors and shares dropped nearly 8%.
The pressures on PayPal's business have led to some dramatic changes at
the top of the company. The board ousted CEO Alex Chriss in February and
replaced him with Enrique Lores, the former president and CEO of HP
Inc., and a member of PayPal’s board. Lores announced a cost-cutting
plan that includes reorganizing the company into three divisions and
relying more on artificial intelligence. He told investors at May’s
shareholder meeting he expects to update them on the company’s
turnaround plan “in a few months."
The biggest threat to PayPal’s dominance has been Apple and its Apple
Pay service. Apple rolled out Apple Pay in 2014, which allowed Apple
customers to store virtual credit and debit cards on their devices to
pay online. The company also integrated tap-to-pay technologies into
iPhones and the Apple Watch to allow Apple users to pay for items at
stores in person.
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The PayPal logo hangs displayed outside their company headquarters
on March 10, 2015, in San Jose, Calif. (AP Photo/Jeff Chiu, File)
 So, while PayPal has embedded itself
as a checkout button on countless merchant websites, that checkout
button has become less useful when a customer can store their
payment information on their phone and pay using a fingerprint or a
glance of their face, analysts said.
This has caused customers to drift away from PayPal as a default
payment method. PayPal in 2019 controlled roughly 9% of e-commerce
in the U.S. and globally, with Apple Pay having a 3% market share,
according to analysts at UBS. Six years later, Apple overtook PayPal
as the dominant checkout option, and its market share is expected to
continue to grow as Apple rolls out Apple Pay to non-iOS users.
There is also the growing popularity of buy now, pay later companies
such as Klarna and Affirm. While PayPal now offers buy now, pay
later services like its pay-in-four plan, and longer-term monthly
payment plans, it lags its major competitors including Affirm, which
was founded by one of PayPal’s founders, Max Levchin.
“PayPal has had a lot of trouble evolving from being just a way to
pay on your desktop computer,” said Sanjay Sakhrani, an analyst who
covers credit cards and payment methods at investment bank Keefe
Bruyette & Woods.
Going forward, investors worry that if the branded checkout business
continues to lag behind it competitors, it could spell future
trouble for PayPal. Wall Street analysts have questioned whether
Venmo or Braintree may be spun off from the company, noting that
Lores was previously responsible for spliting HP into two separate
companies.
Earlier this year, PayPal's stock jumped briefly on unconfirmed
reports that the payments company Stripe was interested in acquiring
all or parts of PayPal.
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