Tipping before service puts you in an impossible position the second the payment screen flips around. You're standing at the counter. Your sandwich isn't made yet. Your coffee isn't poured. But the machine wants 18%, 20%, or 25% right now—before anyone's done anything. Do you tip for a service that hasn't happened, or look cheap in front of a stranger?

Shane breaks down why he won't tip while standing anymore, and Ryan admits he's been guilted into a "millennial tax" he can't explain. The real problem? You might not even know where that money's going. Shane teases a conversation with Tony Tedesco that proves the person you think is getting your tip might not be touching a cent of it. The timing's broken. The transparency's gone. And the guilt is doing all the work.

Discover why the moment you're asked to tip matters more than the amount. Learn what changes when you flip the script and tip after the service instead of before. Understand why standing versus sitting became Shane's new rule for deciding who deserves it.

Originally aired on 2026-01-14