My experience negotiating repeating bills is that it's not rocket science. I renegotiated with Server Beach by sending a single email ("Hey, can you lower my server prices to match what you're advertising on your website?"). I renegotiated with my credit card by calling and saying ("Hey, can you lower my interest rate?"). The advanced credit card negotiation skill is to say "That's it? I need you to do more."
These are all things that can be done for $10/hour. The trickier negotiations are things like what you would do with Comcast, where there are deals to be had, but they often involve slight changes to your service. That either requires some judgment or someone who can take notes and get confirmation from you.