One of the biggest problem getting people into Bitcoin is that we are: young, geeks, nerds, liberals, anarcho-capitalist, etc... (choose what you want) and we choose bitcoin only for its potential and its benefits, but in the real world we are only a minority
Most people are employees that buy the brand new and expensive smartphones, fashion clothes, listen new commercial music, etc just to follow the trend, and probably live their entire life apart from risk and investments... so, how we can reach them?
maybe one method is making bitcoin a new fashion, with merchandising and concentrating in how easy is to be used instead of how its works, mining, volatility of price, blockchain, etc
In Argentina we started a "evangelizing" movement doing travels around the country doing meetups, you can follow news on facebook
https://www.facebook.com/girasbitcoinersBitcoiner Tour Argentina 2014
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May be people will chose that after some time. Also people add same auto, and mobile phones, and smartphones, and airplanes, and social nettworks, and emoney. After time they will add crypto currency in their lifes.