Because, apparently, Google just wants to make you crazy

So you’re setting up an application to access your gmail, or even worse, as far as google is concerned: You’re trying migrate your email away from gmail because you’re tired of the big brother politically motivated control that they try to exert over your life.

One of the first things you’re going to need to do is to allow access from “unsecure” apps. Which apparenly, in google parlance, is any other server aside from a google server.

If you were lucky enough realize that this “protection” is what’s causing you problems (Because you will most likely just get a “login failure” message with other useful information). AND if you’re lucky enough to find the setting for “Less secure app access”:

(Or just follow this link:


You’re still not out of the woods yet. You foolishly thought that since you told google that you were fine with another application soiling their inner sanctum, you were home free now.

Nope, apparently, there’s a memory, or cache, or magic-we-hate-you setting, that is still set to “go away” once you enable “less secure” applications.

If you read through google’s gmail troubleshooting (, there’s one line near the bottom of the page:

If the tips above didn’t help, visit and follow the steps on the page.

And if you follow that link (sometimes more than once), it will reset the we-hate-you flag.

I’d love it if somebody could explain to me with a straight face as to why that flag is not reset when you enable “less secure” application access. Frankly, I think it’s because they hate you for using non-google mail tools.

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