It's not naive, it's just difficult. But it's worth doing.
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What worth do I get? I get expertise. I get knowledge. I'm a programmer. I don't have a OS sending my information to Microsoft. I don't have to worry nearly as much about malicious software. I don't have to run an Antivirus (AV) and AV scans constantly to feel confident in my computer's security. I get access to powerful open-source software. I get to keep learning about even more powerful software - repeatable environments and builds, that give me even more confidence in my ability to create value for myself and others. I get a lot of value for it.
I’ve also yet to see a Chromebook with good specs that couldn’t be matched by a Windows laptop for the same price. Windows laptops can have Linus installed much more easily (I.E. no jailbreaking)