Tips and Wingin' It

Many people feel like traditional finance doesn’t fit their ambitions. Now, to prove that managing money can be smarter, easier, and even a little fun, financial services platform Cash App announces the launch of a new campaign, “Cash In,” directed by comedian and actor Ramy Youssef. Developed in partnership with agency Anomaly, “Cash In” serves as a reminder that there are all kinds of opportunities out there waiting, and with Cash App, you can cash in on more of them.

A 1:50 minute hero film sits at the center of the campaign. The spot, titled "Tips,” follows a delivery driver (TikTok creator, Leo Gonzalez) and a restaurant worker. They chat about cutting-edge tech — everything from AI to self-buttoning shirts. When they tease the chef about their growing wealth, he checks his Cash App and casually proves he's ahead of them. The two men joke about what they’ll buy next, including podcast gear, and ask the chef if he’s jealous. The spot ends with the message: "Auto-split your check into Stocks, Bitcoin and Savings when you bank through Cash App"

Two 60-second spots with 30-second cutdowns accompany the hero spot. In “Wingin’ It” an ambitious PA sits and her delivery driver sit in a truck in route to a photoshoot full of marble busts, while he goes on about his preference of Spanish marble over Italian marble. “Sorry to do this, but rushed deliveries cost extra,” he tells her. She pays, knowing that, with Cash App, she can pay the unexpected charge confidently with Cash App’s built in overdraft coverage.

The campaign highlights how embracing Cash App’s financial tools can unlock opportunities, all while allowing yourself to feel unbothered knowing your cashflow is taken care of. The campaign is live today, March 17th, across social, OLV, TV, CTV, and cinema.