Well, first of all, let's be clear that most likely this post is completely fake and just as true as a meme would be. We agree on that.

But yes, I have been in that position myself, you get 2 offers within a week (which is not unheard of since, when looking for jobs, one usually blast CVs everywhere).

As you point out, the second option is looking for a job while having one... you can go all the way and then pull back noticing you are going from whatever you have to worse

I’d expect them to have included the full story.

• there is no reason for anyone to do that
• the "story", if true, does not necessarily have to come from the applicant
• it may very well be bullshit, but the hints you chose to focus on are absolutely irrelevant

Windows is more of a "your socks must be damp at all times while on the clock" policy.

Not exactly going to prevent you from getting your work done, but unpleasant, and you'll be miserable the whole time.

I really do not know what wearing a Tuxedo daily means to you... to me it means torture but it looks like you liked the idea so my example may not have been as clear as I wanted it to be

The problem is that the second option also requires you to go to work in a tuxedo.

I get the point you are trying to make but this is just a strawman here... you are changing the parameters of the case and attacking your own invention.

Only a small niche of companies allow you to not work in a tuxedo.

I disagree, it is not a small niche. It certainly is not the majority but it is not that small for the scenario in this, most likely fake, email. Anecdotally I can add I have been working (also a programmer) on Linux for the past 18 years and none of the companies I worked for supported it, they just did not care if I used it as my base OS, everything they cared about is under their control so as long as I could comply to those, they were fine with it