I think you should talk to him. I've been dealing all day with my car that's in the shop now and was gone all day, same deal tomorrow- I don't want to be a go-between as I don't have time. I think you need to submit a plan for what you want to write on, how consistent will your articles be, and what's the plan to go it long-term, along with some samples.
I do want to make you aware that I doubt it would be a pay thing right now. Sorry I didn't do that last night. It would have to be something where you set a plan and some goals, and once they are met, then some form of payment starts.