If I were the first one to answer this question, you would be reading pretty much the same thing that Janet wrote above. There’s nothing more awkward than asking people (who you’ve become friendly with over time) for more money. But you have to do it to survive. I get it – it’s a business – it shouldn’t be a problem. But it’s a business like few others. It would be much easier to raise prices if I were their plumber or landscaper who didn’t have that close contact with them & just invoiced them. But I wised up quick & with new clients, I tell them “their rate is locked in for 1 year” & will be given 60 days notice of any price increase.” That way, they’re expecting it somewhere down the line. A 4-5% increase every year (or two) is not out of line.