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Re:Show HN: Expensive Chat – Pay one cent per letter by comboy on Thursday February 28, 2019 @05:03AM (#19270258)
I see a following potential issue: when it becomes popular, company advertising product is much more likely to spend $1 than the average user.

Interestingly enough that should hold true regardless of the price (assuming popularity, and very low risk that this is all just generated by a single person). Because users who spend more money are a more valuable target.

Re:Show HN: Expensive Chat – Pay one cent per letter by Aromasin on Thursday February 28, 2019 @05:15AM (#19270315)
Thing is, if it becomes more popular it becomes more spammed by ads and thus decrease in popularity, resulting it becoming less desirable to advertise on. Definitely an interesting social experiment, as well as a great cash grab. I'd love to see some data on the relationship between advertisement frequency and user-ship.
Re:Show HN: Expensive Chat – Pay one cent per letter by TrickyRick on Thursday February 28, 2019 @06:49AM (#19270692)
Didn't this happen to the donation leaderboards on Humble Bundle? I recall that being the case a few years ago at least. Of course all the money went to a good cause so it's all good.