it doesn’t unravel the underlying complexity of what it does… these alternative syntaxes tend to make some easy cases easy, but they have no idea what to do with more complicated cases

This can be said of any higher-level language, or API. There is always a cost to abstraction. Binary -> Assembly -> C -> Python. As you go up that chain, many things get easier, but some things become impossible. You always have the option to drop down, though, and these regex tools are no different. Software development, sysops, devops, etc are full of compromises like this.

This is approximately what I do as well, and would highly recommend. The one caveat I would add is while you are researching things you might want to do, take note of the subset of things you most want to do, and make sure you know what days/times they are open, if you need to book in advance, etc. I am very against having a hard schedule, but I also don’t want to travel somewhere only to miss the one thing I was really looking forward to because I decided “I’ll do that tomorrow,” only to find out it was closed the next day.

An additional pro-tip: Make your first list of things you might want to do ahead of time, and name it after the place you are going, e.g. “New York.” Then while you’re traveling, make a second list of “favorites”, e.g. “New York Favorites.” Keep track of all the restaurants, activities, view points, etc that you enjoyed using that second list. Then whenever someone asks for recommendations for a particular location, you can just send them your favorites list.

At 1:30 in that second video, he shows that YouTube already converts dot zip domains, even in old comments that predate the domain’s existence. At 3:19, he shows/mentions Twitter, Reddit, Facebook, and LinkedIn. I would consider those major platforms. And keep in mind, it only takes one person downloading one file to cause major damage - the LMG hack was due to someone downloading and trying to open a fake PDF that was sent via email: https://youtu.be/yGXaAWbzl5A.

So yes, not everything does or will auto convert the links, but I think you are underestimating the potential for issues here.

See https://youtu.be/GCVJsz7EODA and https://youtu.be/V82lHNsSPww

There are a few problems, but I believe the biggest issue is that .zip and .mov are valid and common file extensions, and it’s common for people to write something like ‘example dot zip’ or ‘attachment dot mov’ in emails, tweets, etc. Things like email clients have features where they automatically convert text that looks like a web address into clickable links. So now, retroactively, all those emails etc suddenly have a link, where they used to just have text, and the domains that are equivalent to those previously benign file names are being purchased by nefarious actors to exploit people unaware of the issue.