Asking for a deposit before starting work is standard advice in freelancing, but the moment a client resists it, things get complicated fast. You start wondering if you are being too rigid or whether this client is genuinely trustworthy. The problem is that goodwill does not pay for the hours you already spent. Many freelancers learn this the hard way. What is your approach when a client pushes back on a deposit, and how do you decide whether to hold your ground or find a middle option that works for both sides?