Does it pay to pay?

I'm kind of in a daydream today, so I began planning a website for my freelance writing gigs. I looked at all the work that would need to be done just to keep the site fresh and updated. I considered seeking out paid articles, much like the ones that I write for other people. I've never purchased writing before, and it seems a little silly for a writer to purchase writing. But that's really beside the point. My point is: does it pay to pay for writing? If it's quality writing, does that bring in enough business to make the price worth it? I think I still have about a year to go before I'm ready to launch my site, so I guess I'll figure it out soon enough!