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On My Spanish Bread Secret (And My Tokyo Tofu Secret)
Mixture in Shimokitazawa is one of the many places in Tokyo you can buy and enjoy fantastic bread. There's also a shop on 1bangai where you can buy donuts made with tofu, they are rad. Tokyo is actually just chock full of first-class bakeries, though, like @Megano! said. They are pretty expensive, if we're talking about supermarket bread I can definitely see your point.
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On Ask a Money-Challenged Person: To Bar Or Not To Bar?
I hate to be a crabapple here, but: I get that The Billfold was going for a general sitewide good-cop bad-cop dialogue about personal finances. And I still think is a good idea. But presuming that readers on the site want to know about how to IMPROVE their personal finances, it's irresponsible to continually expose them to a person whose bad advice, even if it is bad advice delivered with a wink, has passed the "fun-loving financial free spirit who wants to improve" stage and graduated to the "full-blown financial pathology" stage. Logan! At first I thought this was just a cheeky pose, but it's becoming apparent that you actually think it's a good idea to go to bars when you don't have money for drinks. That's insane! You can't responsibly advise people to do that! And also, I am actually a nontechnical startup exec, and I can say with near-complete certainty that a bar is a really bad place to meet a CTO. CFO, CMO, yes: for a CTO you're way better off trying #Anon_Ops or like the Carnegie Mellon cafeteria.
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On I Don't Feel Entitled, I Feel Guilty
The weird sort of meta-layer here is: by writing a book about feeling like a failure in your mid-20s, and fleshing it out articles like this, you're creating a personal project. Whether it materially succeeds or fails, you're at least doing something with yourself. So the farther you go with it, the more you complicate your own narrative that you're not doing anything important with yourself. Since you're writing a whole book about it, it seems like you're intested in becoming the chronicler of guilty-feeling underperforming twentysomethings. And that's a fine thing to want to be, and you're well on your way! So therein lies the paradox!