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I raised this issue when ujson was just implemented, but then it was "by the way", but now it actually causes problems trying to port upip to run with low-heap systems like esp8266. This function may load ~4K json files: https://github.com/micropython/micropython-lib/blob/master/upip/upip.py#L131 , and there's already deficit of contiguous space of that size (4K for zlib dict, at least 4K for TLS buffer). Until this issue is fixed, upip on esp8266 won't work reliably (no saying if it would work reliably after this).