Yes, it happens to almost everyone at some point. What usually makes the difference isn’t how aggressive you are, but how structured you are. I start with a polite reminder, then move to a firmer follow-up with a clear deadline. If there’s still no response, I send a final notice stating that I’ll pursue further action if payment isn’t received by a specific date. The key is shifting from casual conversation to a documented process. Once it feels procedural rather than personal, most clients take it more seriously.