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You've hit on a crucial point there. User experience absolutely remains a significant hurdle, and I agree wholeheartedly that ongoing simplification will be paramount for true mass adoption.
You do need basic understanding of how the protocol works to stay private (or at least pseudonymous), so yes, you are right here -- best tools do not require this level of understanding from a user if they "want to be" widely adopted. That said, there are protocols in the (long time) making that allow developers to make user interactions with Bitcoin more private (or rather harder to untangle for the blockchain investigators) by using multiple UTXOs or rearranging change outputs in a transaction. Polishing these approaches and pushing their global adoption should be at the top of our priorities list.