The Sunday Supplement

Make Sent Me to 1969.

I tried to automate a weekly events email. The useful discovery was that the process needed fixing before the automation did.

Sunday, August 30, 2026

By · The Sensible Plan

I tried to automate a weekly events email.

Reasonable idea. The calendar already had the events. The email needed the events. Copying the same information from one place to another every week seemed exactly the sort of job a machine could have.

Make disagreed.

It cheerfully decided every event happened on December 31, 1969.

Not a typo. Every event. 1969. Admirably consistent, if nothing else.

Dates around the beginning of 1970 are usually technology’s slightly passive-aggressive way of saying a date field is empty or has been interpreted badly.

So I found the missing field, fixed the mapping and could have called it done.

Except the useful problem was underneath it.

The wrong question

The weekly process was: read the calendar, copy the information, reshape it for the email, check it, publish it, then do roughly the same thing next week.

I had started with How do we do this faster?

Why are we doing this twice?

The calendar was already the source of truth. The sensible answer was to make the information entered there usable elsewhere.

Automation can preserve nonsense beautifully

You can automate a broken process perfectly. It is still broken. It simply becomes faster and rather harder to notice.

Sometimes the task should be automated. Sometimes the task should stop existing. Those are different problems.

What AI helped with

AI helped troubleshoot the date issue, map the fields and work through how the systems should pass information between them.

Useful. But it did not decide whether the weekly copy-and-paste relay made sense.

The reckoning

Tool
Make + event calendar + email workflow
Problem
Automating a weekly task before fixing the process underneath it
Difficulty
★★★☆☆
Biggest nuisance
Every event apparently taking place in 1969
Best discovery
The calendar could be the source of truth instead of the first stop in a weekly copy-and-paste relay
G&T required
★★☆☆☆ — mostly after the third trip to 1969. After work, obviously.
Would I do it again?
Yes. Process first. Automation second.

Before automating the work, make sure the work deserves to exist.