I have to admit, I have no experience whatsoever in this respect and quite frankly, would imagine that it’s a reasonably tough sell.
Even when reaching out to end users when it comes to domains in “traditional” extensions, it’s still hard to convince them to pay a premium for a domain despite the fact that it’s in an extension they’re familiar with.
When it comes to new gTLDs, I’d imagine it’s even harder.
Out of all possible scenarios though, the easiest would be something along the lines of contacting the owner of Word1Word2.com or Word1Word2.net in order to pitch Word1.Word2.
I think some end users would find owning the Word1.Word2 version an interesting perspective but would they be willing to actually reach for their wallets to make it happen? If so, how much would they be willing to pay?
Hard to say.
If you’ve had any experience when it comes to proactively contacting end users about new gTLDs and would like to share your experience with other domainers, shoot me an email at firstname.lastname@example.org and I’d gladly have you on board as a guest blogger.