Remarkable to see this blog post, just a few days after I'd seen the HEY Calendar [0] for the first time, and asked an LLM about how I could recreate its unique features within my macOS calendar app of choice: Flexibits Fantastical [1]. I didn't get very far with it, but for those interested, here's what I think are the "sketch-based" features (per author's post) that HEY allows for that are sorely missing in all digital calendar software:

- Bar at the bottom of the GUI called "Sometime this week" that shows tasks/events that mentally fit into the frame of "should be done sometime this week, just not sure exactly when"

- Habits (that you can easily check off if completed) [plus associated aggregate tracking]

- Tracked/Logged-Time (a.k.a. "retrospective calendaring")

- Freetime visualization (the HEY Calendar visually highlights long uninterrupted blocks of freetime)

- Add images or a label to a specific day (without being an event itself; a purely graphical signifier)

- Built-in countdown-type events, with associated UI element that counts down for you

My main desire is not switch calendaring platforms, but to figure out how to 'bolt-on' these capabilities in what I'm already living in.

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[0] https://www.hey.com/calendar/

[1] https://flexibits.com/fantastical