I think the main thing to consider is how you are going to provide support. If there's any interaction with customers at all, you will not be able to cope / pro

I think the main thing to consider is how you are going to provide support. If there's any interaction with customers at all, you will not be able to cope / provide good service as a one man outfit as you go from (perhaps) 10 customers to 1000. I think bigger companies recognise this. It doesn't mean you can't do it though. You just have to be clear that they're not buying support. Either via email, phone, or in person. It either works for them, or it doesn't. You can do that as a one man company.