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Will Ferrell returns to PayPal with humor, nostalgia, and a musical twist

Will Ferrell brings his signature humor back to the checkout line in PayPal’s latest ad campaign, turning payment options into an entertaining performance.

In a fresh installment of its creative marketing strategy, PayPal has reunited with actor and comedian Will Ferrell to promote its diverse payment tools — from traditional credit and debit cards to its Buy Now Pay Later feature. The commercial is set to a playful remake of Fleetwood Mac’s classic “Go Your Own Way,” reimagined as “Pay Your Own Way.”

Following the success of PayPal’s “Everywhere” campaign, where Ferrell humorously sang another Fleetwood Mac hit, this new ad doubles down on personality, parody, and product versatility. It opens in a retail checkout line with a now-familiar customer and Ferrell ready to sing once more — to her dismay and the audience’s delight.

Ferrell’s off-key, comedic rendition leads viewers through a series of exaggerated but relatable checkout scenarios: shopping on a plane between unimpressed kids, soaking in a bathtub mid-purchase, tapping into the subway with PayPal’s mobile wallet, and ordering nachos from a swan boat. Each scene reinforces PayPal’s promise of flexibility and convenience — no matter where or how you shop.

“It all started with a song about paying where you want. And here we are — crooning about paying the way you want,” Ferrell joked in a press statement. “Credit card? Sure! Debit? Go for it. Pay later? Why, of course! Monopoly money? Not quite, but I’m working on it.”

The ad culminates with Ferrell delivering the campaign’s slogan: “Pay in-store. Pay online. Pay over time. Don’t just pay — PayPal.”

Alongside the commercial, the brand has launched “The Great PayPal Checkout” sweepstakes — an ambitious promotion rewarding 1,000 customers daily with up to $100 in free purchases for 100 days. The initiative is designed to deepen customer engagement and drive adoption of PayPal’s full range of services.

According to PayPal Chief Marketing Officer Geoff Seeley, the campaign marks a broader shift in the brand’s identity. “We’re at a transformative moment for PayPal, and we’re leaning into levity and humor to stay top-of-mind for the millions of checkout decisions happening every day,” he said.

The ad also highlights PayPal’s updated features, including biometric logins, faster load times, and its “Pay in 4” option, aiming to position the platform not just as a financial tool, but as a user-friendly, enjoyable way to shop.

This creative push reflects a growing trend in fintech branding: turning functional services into emotionally resonant experiences. With Ferrell’s comedic presence and a nostalgic soundtrack, PayPal offers not just payment flexibility — but a smile at checkout.

As PayPal blends marketing flair with product education, it sets a high bar for others in the industry, proving that even payment platforms can entertain.