This idea is great man!
At Steem Fest, a few top witnesses and stakeholders put in some money to pay for the ticket for someone going to the cointelegraph conference in Singapore, thinking about this very same idea you state here but with a different approach.
We are waiting for the proof of attendance and #posh (proof of shill) post from the attendee to make a post and proposal about this, being a proposal coming from the witnesses and stakeholders and not a single entity, so it becomes a group effort, I'll send you a dm, perhaps you want to join the initiative.
The people who are part of this are gtg, theycallmedan, starkerz, blocktrades, crimsonclad (followbtcnews witness), aggroed, howo, anyx and me (OCD-witness), and hopefully, you! Let's make Steem great again together! 💪
Sure, I ll be happy to join!
However in the future, I think it would be better to have the funds beforehand so we don't request the Steemians to pay everything from their own pocket first.