
Thanks to Le Vieux Lapin for this one, which is some sort of word-play on language-related terms, so what is there not to oy?

For Argyle Sweater, one bad pun deserves another. The actual Pony Express is famous, but only existed for a short time, from from April 3, 1860, to October 26, 1861. Pricing didn’t help (The initial price was set at $5 per 1⁄2 ounce, then $2.50, and by July 1861 to $1. Normal mail service was $0.02 then.). The service continually lost money, and closed two days after the transcontinental telegraph connected Omaha with Sacramento.
Now we’ll segue into some that miss a bit. Kilby reminds us that Segway ceased production in June, 2020. One might ponder the various reasons why the Segway, introduced in 2001 to great fanfare, was a failure (and by the end, so out of mind it might have merited a geezer alert), while now e-bikes are flying off the shelves and electric scooters are commonly seen.


Well, there are some judgement calls here; let”s see if you agree. The “just ok” is enough to qualify it as a pun or Oy; but isn’t especially good, or enough to make it a funny Oy. However, the second shot, using the idea of “settling for [smthg]”, does make it work, and earns at least a chuckle. (No comment on the squirrel’s addition.)

For those of us who’ve served as executor of someone’s estate that wasn’t tied up very well, this will bring back painful memories. Painful OYs here.
And just when we were making plans to officially retire the Synchronicity category, this pair comes along within a week of each other with the same double pun. One factor is that this one was already published here, in last week’s OY list:

But this one is fresh:

