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 The big hurdle in Bitcoin education seems to be that it's intimidating and scary. 
 How is it intimidating and scary? If I can figure it out, and I have, anyone can. 
 Hurdle for who? The educator or the student? 

That distinction matters.

If educators did a better job of creating small, quickly digestible chunks, they would have much greater success. Way too many people just turn on the fire hose and watch their subjects drown. 
 I think its our training. We are effectively trained to think we need barriers. Something without a bunch of barriers can't be legit. Suddenly having no barriers is scary, and I think that's what drives people to shitcoins (complicated mouse traps) and custodial services. 
 Freedom is intimidating and scary.  Reality is intimidating and scary.  It’s not necessarily Bitcoin that is intimidating and scary, but what is implied and implicated by it. 
 I find that most just think it’s too far fetched that it could solve a lot of problems. They can all see the current issues and that something needs to change but making that jump to bitcoin is too much. 
 Unpopular opinion: majority of the current bitcoin 'education' is nowhere near contextual enough to drive changes in behaviour. 

When content is not designed in a targeted way, it may seem intimidating (as you said) but more likely the language and chosen modal don't resonates with the audience - it lacks context.

Explain the properties of money to a shopkeeper in small town in Bedford needs a very different approach to footballer in Madrid and a local councillor in Bangkok. 

If sustained behaviour change is the aim to adopt a BTC standard then we all (incl. eduacators) focus as much om content CURATION as content creation.  
 I think it's all about finding just ONE piece of quality content that tries to explain it as simply as possible...

• The Bitcoin Standard by @saifedean
• The Bullish Case For Bitcoin by Vijay Boyapati
• How Does Bitcoin Actually Work by 2blue1brown
• Teaching Bitcoin by @stephanlivera
• Beginner's Guide to Bitcoin by @petermccormack

...if you find a good doorway into the topic, you feel empowered to continue down the rabbit hole 
 buy like $10 worth and just send it to a few people, have them send you little bit back 
 also that moat people are lazy and fail to understand the need for it, in first world countries at least