Rob,
A Tiddler tagged with $:/tags/TagDropdown will appear when you click on a tag pill. I am working something right now that makes use of this fact however your use case it not the best way to tackle this because the tag pill is about tag pills and is a popup for their management. Its all fine for you to change this but you may interfear with its normal use. There are many other ways to sort and list tiddlers. Perhaps a convenient one would be to place an appropriate list widget in a tiddler and tag it with $:/tags/SideBar to you have a tab listing such journal entries. Alternativly you could look at the recent tab, and create a clone which filters out tiddlers without a journal tag tso this lists journal entries in date order (modified).
Your list can make use of the days operator to get relative dates, however sadly the default journal tiddler often only has the date in the title, or the created date. Personaly I use a modified new Journal, and New Journal here button that adds the field journal-date at creation time which I use for more sophisticated searches, and yes I can backdate a journal entry using the pickaday plugin to enter /change dates.
See the attached hacked New Journal button (it was hacked in an earlier version) for recent versions import the tiddlers in NeWJournals2020release, I discovered a small inconsistency in recent upgrades while doing this.
Not withstanding my aversion to using tag pills for another purpose I am looking at making use of the tagging mechanism for something soon, I will keep your requirement in mind when working on that.
Regards
tony