A Boston TikTok creator’s story about an expensive work dinner has sparked a broader conversation about restaurant etiquette, company spending, and whether employees should ever order the priciest item on the menu when someone else picks up the tab. The creator, Jay (@.jaydave), shared the story in a July 2026 video after offering one piece of advice: “Never order a market price item at a restaurant without checking the price first.”
According to Jay’s TikTok, the lesson came from a company-sponsored holiday dinner where his manager encouraged employees to “order whatever you want.” Believing the meal was a chance to enjoy a special night without paying out of pocket, Jay decided to splurge.
