I'm not saying it isn't possible but it will be hard because there are hundreds of persons using nip.io and this domain is not included in Public Suffix List so that means Let's Encrypt will apply the rate limits to the certs created using the domain nip.io and you know, a limit of 50 certificates per week and hundreds of persons trying to issue a cert for their sub domain... it is complicated to find an available slot and get your cert.
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