It's one of the most common situations I am ever discussing with founders. They started the business, and they have customers who took the chance on them early on - but as they have got busier, these clients have become the most problematic. It is hard to raise their prices, it is difficult to get information from them, there seems to be a weird balance in the dynamic between them and the person. On one level, you know that you have outgrown them as a customer - what you can and want to offer is now beyond what they need. But, they took the chance when nobody else would - so surely you should make allowances for them? I understand that logic for sure - but where does it stop? How much should you continue to work with them if all you get back are complaints about your pricing, the service - everything? In the end, just as much as customers can outgrow us, so we can outgrow them - and that's okay. Having customers who last a period of time but then move on to others is far better - and healthier for everyone - than staying connected, only for the once good relationship to suffer.