A CMS trial should follow one page through its entire editorial life. In Silverstripe, create a page with images, metadata, and a reusable content block. Ask an editor to draft, preview, publish, revise, and restore an earlier version.
Check how the Silverstripe page history appears to editors and whether unpublished changes stay separate from live content. Add a custom field or content type and ask a developer to deploy it without losing existing data. Test permissions, media replacement, redirects, and localization if the site uses them.
Migrate a small set of representative pages, preserve URLs, then export and restore the pilot. Compare the work needed for upgrades and hosting with other CMS choices. A smooth editing screen is valuable, but recovery and repeatable deployment matter equally.