My biggest fear for Bitcoin's future is that it becomes like email.

The cypherpunks and much of the tech that helped build up Bitcoin were based on remailers - web servers that could anonymously forward email under the right settings. Governments didn't fight email as a protocol - rather they embraced the companies that provided easy onboarding for the vast majority of people (Google and Gmail, Microsoft and Outlook/Hotmail) and leaned on them for data. Private companies built the surveillance rails of the Internet while being separated "enough" from the state to be "cool". Might it be the same with Coinbase and Binance (which has developed perhaps one of the most sophisticated views of Lightning Network)?

Now the reality is that you can use encrypted email, anonymous remailers and set up your own email server - yet very few people choose to do so - few enough that you taking these actions probably flags you on a list. Might it be the same with people who choose to set up their own nodes in the future (or perhaps already in the present?).

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I think the advantage this time around is information access.

That and repetition. Prominent bitcoiners & cypherpunks are in my view more accessible today than privacy oriented email advocates. They put their money where their mouth is. There was no money in email. Bitcoin is a money protocol.

So if prominent bitcoiners keep preaching directly to people, and distrust in legacy media keeps building, the outcome might differ. More people may be looking in running their own nodes.

I never ran my email server but probably would’ve if I didn’t discover the convenient route first. However, I do run my own node.

This is a mitigating factor for sure

Running your own servers requires more than ideology and will power. It requires hours of education and training.

Maybe Monero people are right that this stuff needs to be in the base layer

I hope you're wrong but I fear you're right.