Why on earth any company would jump from $250 to $10k per month unless they had a gun to their heads? Even if their revenue is to the millions/billions (which most likely is considering the nature of their business). They work for their own profit, not Cloudflare's.
We only have one side of the story here, but it's not the first time I've seen posts/comments about these emails from Cloudflare and the messy communication that follows. As a business customer, I really hope I don't have to deal with any of this.
I'll be they are now paying Fastly a lot closer to $10k/month than $250/month
What seems interesting to me is just what the loophole is and how many other business are also on the radar for this drastic pricing change. Are there other goodwill discounts Cloudflare is ready to start collecting on, or does the gambling site represent a unique situation?