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5y
I know that HiveBloPoMo is done 2x/year. @traciyork hosts these 30 day challenges in November and April. I know several other challenges which host 2x year like LEDA (Live Every Day April/Augst) which is for livestreamers. So, there are a couple of examples of folks doing challenges more than once a year.
RE: NaJoPoMo Day 29: Not ready for my writing challenges to end.