I'm putting together a site that will be compromised mostly of static pages with some dynamic content as well as a blog page. In terms of naming files, what would be the best way to achieve this? My first thought was to simply use about.php, services.php, etc. but I'm sure that doesn't jive well with WP's system.
More information about your specific plans might help improve answers you'll get on this thread.
But in general RE: conflicting file names: if you install WordPress in a subdirectory (for example, "/blog/"), it doesn't matter what you name the rest of your files so long as they're not in the WP dir. This is what 'd recommend, based on the limited info in your question.
If you're expecting your "dynamic content" to be powered by WordPress, you might want to consider just powering the whole site with WP, instead of trying to mix static files with WP core files in the same directory. It's a lot cleaner, and puts the management of all your pages under one roof.