PayPal Launches $10M Sweepstakes To Promote New Checkout And Pay Later Options

PayPal is upping the ante in the digital payments game with a new national campaign starring Will Ferrell and the launch of its largest consumer sweepstakes to date.

The company announced on April 10 that its investing heavily in promoting its streamlined checkout experience and expanding PayPal Pay Later features, aiming to give customers more control, speed, and flexibility when shopping online or in-store.

Dubbed The Great PayPal Checkout, the sweepstakes offers customers a chance to win back the cost of their purchases — up to $100 — simply by selecting PayPal Checkout. Running for 100 days, the promotion will award 1,000 winners daily, totaling up to $10 million in giveaways. Participants can enter by using PayPal to complete their online purchases and can win up to five times during the sweepstakes period.

A new ad campaign featuring Will Ferrell is launching this month, in which he will spotlight the convenience and versatility of using PayPal, whether paying upfront or over time through PayPal Pay Later, in his signature comedic style.

“I love surprises. So naturally, I boarded a plane to shout about PayPal’s sweepstakes from 30,000 feet. But don’t look away, there’s more to come next week – I might even sing again, who knows,” Ferrell said of the campaign’s first commercial spot.

In addition to the marketing push, PayPal has rolled out updates to improve user experience, including faster page loads and biometric login options. The company is also enhancing its Pay in 4 feature by pre-qualifying users with suggested spending limits, helping customers better understand what they can afford.

New features extend to the PayPal Debit Mastercard, which now supports tap-to-pay through mobile wallets and offers 5% cash back (as points) on up to $1,000 in spending in select categories each month. A new rideshare and public transit category has been added, broadening appeal for daily commuters.

“Payments are no longer an afterthought, they’re a central driver in determining how consumers shop,” said Geoff Seeley, Chief Marketing Officer at PayPal. “With millions of consumers selecting PayPal every day, we’re committed to raising the bar and delivering an incredible, flexible, and rewarding experience that connects our customers to the things they want and love.”