Modding in small increments usually translates into more money. Trial and error inevitably cost more due to parts, and sometimes more significantly if you're not a DIY'er, the labor. Always try to do everything right the first time if at all possible.
Honestly, as been said by others with a lot more miles with this system than myself (i.e. Ralphie), the headers are quite docile at highway cruising speeds, so long distances are really not an issue. I could see it maybe being a hassle if you drove it in a lot of stop and go, but nothing that a little short shifting before 2500 RPM's can't remedy. SSRob was my copilot for treasure hunt. He bought Anders' headers system but wasn't sure he wanted to install them. After that day, it was a done deal. If I knew you were interested, I would have taken you out for a spin, or better yet, let you drive it.