There’s a ton of obvious inspirations out there and we’ve listed some of those on the Visual Inspirations thread, but there’s unconventional picks too. Here’s the Talespin episode “Time Waits For No Bear”:
The premise: a 30’s plane pilot and his smart-aleck kid sidekick have to turn over some valuable cargo to a crime boss and get paid, while avoiding his nosy boss and keeping some passengers happy (“Smiles!”). It’s a very light-hearted, comedic take on the smugglers-and-scoundrels-do-a-heist tropes, and great for how to sell a dangerous guy and his goons without anyone getting seriously maimed.