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Figured out my Pagekite "troubles" I think. Don't know how I missed this, although the docs and website aren't always as clear as could be, but turns out non-subscription accounts have a rate limit. In the case of free trial accounts, it's only 5 unique connections (IP addresses, user agents etc) per 3 hours. I was easily hitting this just through testing in multiple browsers, CURL and anyone else visiting. Chucking a few bucks their way lifts that limit to 8 connections per 3/4 of an hour, which is much better but still.
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@eldersnake@twtxt.net They’re not currently taking new subscription plans for some reason at the moment, so signing up and removing the rate limits entirely doesn’t seem to be an option ATM.