Keisha, 28, Dallas — She Turned One Loyal Regular Into A $40K-A-Year Relationship
Cocktail Waitresses Who Make Six Figures On Tips Alone (And Their Regulars Are Not Okay) →
Not a romantic relationship — relax. Keisha, 28, from Oak Cliff, Dallas, cultivated a regular at her upscale steakhouse-bar who tips her $500 every single visit and comes in twice a week. He's a petroleum executive, recently divorced, who discovered that talking to Keisha for 45 minutes about nothing in particular was the only time his week felt normal. (His therapist should probably know about this, but that's between him and his insurance.) Keisha does not consider this unusual — she considers it a service. She cleared $115,000 last year, has three other regulars who each account for five figures annually, and recently moved into a two-bedroom condo in Uptown she bought at 27. She was pre-approved by three different lenders, which she says was genuinely the best day of her life. The thing people get wrong about this job is they think it's luck — but Keisha built this like a business, and the receipts are literal.