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AstroNvim
AstroNvim is an aesthetic and feature-rich neovim config that is extensible and easy to use with a great set of plugins
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InfluxDB
Power Real-Time Data Analytics at Scale. Get real-time insights from all types of time series data with InfluxDB. Ingest, query, and analyze billions of data points in real-time with unbounded cardinality.
A bit more online sleuthing around Taskwiki's GitHub issues lead me to this post from March 2022 that (seemed) to resemble the issue I was having. A handful of users reported the error resolving after they fixed some underlying Python issues. Hoping this was my issue as well, I ran brew upgrade to update my MacOS' version of Python from 3.10.6_1 to 3.10.6_2. After that, I uninstalled and reinstalled tasklib, as well as unlinking and relinking my version of Python's symlinks.
I'm running Taskwiki / Vimwiki within the most recent (1.9.0) version of AstroNvim.