I personally do not buy lotteries. If it is a symbiotic relationship which can benefit both Steemit and True Flip, it is worth considering. I really like your second idea of having a True Flip post where Steemians can upvote and the earnings used to buy lotteries. I really think that this idea will really take off.
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There may be better use cases for our votes, but yeah it's a simple idea with a good upside for the community :)
There are always trade offs. Let the individual decides then the best use of his votes.