Every once in a while, it’s time to get a raise. With inflation, and a growing skill set, it makes sense.
As a contractor, I usually stick to one of two opportunities to secure a rate increase. I would ask for a higher rate when assigned greater responsibility. I would also increase my rate when switching contracts.
Let’s focus on the first scenario. When I ask for a rate increase, I do so risking everything. If I’m turned down, I terminate the contract.
You cannot ask for anything without willing to fully commit to using your leverage. False promises dent your credibility. If you ask for anything and don’t get it, there must be consequences. Accept not getting what you asked for, and be ready to never get it.
What reason does anyone have for giving you what you want? Clearly nothing happens if you are turned down. Business is business, right?
So either ask for what you think you deserve, willing to act if turned down, or don’t ask. Otherwise, there IS harm in trying.