The problem is that general public does not care much about privacy. if privacy was something that general public actually cared, facebook would be not in a position it is today, microsoft would get much more heat for windows 10, and samsungs smart tvs would not sell so well.
That ^ can change. A financial crisis or a internet dooms day scenario could change all of that.
I believe there will come a day that the internet will not be what it is today (free and open).
That would change privacy implications on that level.
People have not been burned with their 401k's yet as the debt bubble and stock market bubble have not popped fully.
Once that happens and people lose trust in the legacy financial system, privacy will be paramount as more laws for reporting and transparency of one's finances will be required to an even greater extent than it is today.
Just look at the attempts to ban cash happening around the world. That is a step in the direction of an age of "no privacy".
People will value their privacy once they get burned really bad by the powers that be.
I'll add that the professionals in the security and finance fields understand that privacy and security are inextricably tied together and will not be using Bitcoin or litecoin to handle their own assets or the assets of the companies they represent. Of course this assumes that a privacy coin gets the liquidity to handle 6 figure+ transactions.
But you need to start somewhere. No one will put 6+ figures into monero, or any other private coin, if its not even use for few dollar transactions by privacy oriented companies, such as to pay for vpn, secure email, etc. Hell, even key websites focusing on advicing people about privacy and anonimity on the Interent (e.g.
https://www.privacytools.io/) dont even mention monero (though they have namecoin; better than nothing I guess). Even darknet markets dont care about monero. Most of them use bitcion, some litecoin.
So how you can think about 6+ figures use for monero, if you cant even use it to pay for premium zenmate or tutanota account. And using xmr.to is far from perfect solution, as people looking for privacy and anonymity, are simply often vary vary in trusting any third party companies/websites.
Thus, to start spreading the word; and subsequently, use cases for monero, the best way, in my view, is start from small privacy oriented services. I would be very happy if I could pay for tutanota or zenmate with monero, or even if
www.privacytools.io recommended it.
p.s.
And yes, I contacted privacytools.io about adding monero, and guess what - nothing. I guess I was the only one suggesting monero, or they also dont care. I also asked zenmate about monero, and guess what: "Currently we do not have plans for Monero, but thanks for the idea.". Probably they even haven't heard about it, until I emailed them.
and people should not take my points as an attack (though in txt they can come across as that). i, personally, in any coins i hold, welcome criticism. its too my advantage to learn about potential issues. 
