Day, Won! now has a daily view that aggregates all notes into a timeline view, including image preview and icons for specificy types (location check ins, trips), and an On This Day list in the main summary view.

This might be the best Obsidian plugin I've ever built.

Because I'm a masochist, I'm building an iOS app in parallel that will allow location-based checkins (it's now choose-from-list) and leverages the Apple Journaling API to pull in suggestions - then converting them to basic markdown docs and dropping in my vault.