Depends on your area of business. I'd suggest whenever the business your working for is doing well. I mean don't ask for more pay if your business is dead.
They have a right to ask for financial help towards your keep. If you are not at an age where you can be expected to get a job then you should not be made to pay as they are liable to keep you.
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Because you want to be able to be offered the job first. Then, when you know they want you, you may be able to negotiate your starting pay.
Because you want to be able to be offered the job first. Then, when you know they want you, you may be able to negotiate your starting pay.