Looks like python 3.8.2 and whew will build. Has this problem when you try to generate html files
weewx[5185] INFO __main__: Initializing weewx version 4.2.0
weewx[5185] INFO __main__: Using Python 3.8.2 (default, Oct 2 2020, 10:45:41)
[Clang 12.0.0 (clang-1200.0.32.27)]
weewx[5185] INFO __main__: Platform macOS-11.0.1-arm64-arm-64bit
weewx[5185] INFO __main__: Locale is 'C/UTF-8/C/C/C/C'
weewx[5185] INFO __main__: Using configuration file /Users/Shared/weewx/weewx.conf
weewx[5185] INFO __main__: Debug is 0
weewx[5185] INFO weewx.engine: Loading station type Simulator (weewx.drivers.simulator)
weewx[5185] INFO weewx.engine: StdConvert target unit is 0x1
weewx[5185] INFO weewx.engine: Archive will use data binding wx_binding
weewx[5185] INFO weewx.engine: Record generation will be attempted in 'hardware'
weewx[5185] INFO weewx.engine: Using archive interval of 300 seconds (specified in weewx configuration)
weewx[5185] INFO weewx.restx: StationRegistry: Registration not requested.
weewx[5185] INFO weewx.restx: Wunderground: Posting not enabled.
weewx[5185] INFO weewx.restx: PWSweather: Posting not enabled.
weewx[5185] INFO weewx.restx: CWOP: Posting not enabled.
weewx[5185] INFO weewx.restx: WOW: Posting not enabled.
weewx[5185] INFO weewx.restx: AWEKAS: Posting not enabled.
weewx[5185] INFO __main__: Starting up weewx version 4.2.0
weewx[5185] INFO weewx.engine: Clock error is -0.01 seconds (positive is fast)
weewx[5185] INFO weewx.engine: Using binding 'wx_binding' to database 'weewx.sdb'
weewx[5185] INFO weewx.manager: Starting backfill of daily summaries
weewx[5185] INFO weewx.engine: Starting main packet loop.
wee_reports[5189] INFO weewx.engine: StdConvert target unit is 0x1
wee_reports[5189] INFO weewx.engine: Archive will use data binding wx_binding
wee_reports[5189] INFO weewx.engine: Record generation will be attempted in 'hardware'
wee_reports[5189] INFO weewx.engine: Using archive interval of 300 seconds (specified by hardware)
wee_reports[5189] INFO weewx.restx: StationRegistry: Registration not requested.
wee_reports[5189] INFO weewx.restx: Wunderground: Posting not enabled.
wee_reports[5189] INFO weewx.restx: PWSweather: Posting not enabled.
wee_reports[5189] INFO weewx.restx: CWOP: Posting not enabled.
wee_reports[5189] INFO weewx.restx: WOW: Posting not enabled.
wee_reports[5189] INFO weewx.restx: AWEKAS: Posting not enabled.
wee_reports[5189] INFO weewx.cheetahgenerator: Generated 8 files for report SeasonsReport in 0.36 seconds
wee_reports[5189] ERROR weewx.reportengine: Caught unrecoverable exception in generator 'weewx.imagegenerator.ImageGenerator'
wee_reports[5189] ERROR weewx.reportengine: **** The _imagingft C module is not installed
wee_reports[5189] ERROR weewx.reportengine: **** Traceback (most recent call last):
wee_reports[5189] ERROR weewx.reportengine: **** File "/Users/Shared/weewx/bin/weewx/reportengine.py", line 196, in run
wee_reports[5189] ERROR weewx.reportengine: **** obj.start()
wee_reports[5189] ERROR weewx.reportengine: **** File "/Users/Shared/weewx/bin/weewx/reportengine.py", line 281, in start
wee_reports[5189] ERROR weewx.reportengine: **** self.run()
wee_reports[5189] ERROR weewx.reportengine: **** File "/Users/Shared/weewx/bin/weewx/imagegenerator.py", line 41, in run
wee_reports[5189] ERROR weewx.reportengine: **** self.genImages(self.gen_ts)
wee_reports[5189] ERROR weewx.reportengine: **** File "/Users/Shared/weewx/bin/weewx/imagegenerator.py", line 263, in genImages
wee_reports[5189] ERROR weewx.reportengine: **** image = plot.render()
wee_reports[5189] ERROR weewx.reportengine: **** File "/Users/Shared/weewx/bin/weeplot/genplot.py", line 206, in render
wee_reports[5189] ERROR weewx.reportengine: **** self._renderBottom(draw)
wee_reports[5189] ERROR weewx.reportengine: **** File "/Users/Shared/weewx/bin/weeplot/genplot.py", line 386, in _renderBottom
wee_reports[5189] ERROR weewx.reportengine: **** bottom_label_font = weeplot.utilities.get_font_handle(self.bottom_label_font_path, self.bottom_label_font_size)
wee_reports[5189] ERROR weewx.reportengine: **** File "/Users/Shared/weewx/bin/weeplot/utilities.py", line 562, in get_font_handle
wee_reports[5189] ERROR weewx.reportengine: **** font = ImageFont.truetype(fontpath_str, *args)
wee_reports[5189] ERROR weewx.reportengine: **** File "/Library/Python/3.8/site-packages/PIL/ImageFont.py", line 836, in truetype
wee_reports[5189] ERROR weewx.reportengine: **** return freetype(font)
wee_reports[5189] ERROR weewx.reportengine: **** File "/Library/Python/3.8/site-packages/PIL/ImageFont.py", line 833, in freetype
wee_reports[5189] ERROR weewx.reportengine: **** return FreeTypeFont(font, size, index, encoding, layout_engine)
wee_reports[5189] ERROR weewx.reportengine: **** File "/Library/Python/3.8/site-packages/PIL/ImageFont.py", line 169, in __init__
wee_reports[5189] ERROR weewx.reportengine: **** if core.HAVE_RAQM:
wee_reports[5189] ERROR weewx.reportengine: **** File "/Library/Python/3.8/site-packages/PIL/ImageFont.py", line 43, in __getattr__
wee_reports[5189] ERROR weewx.reportengine: **** raise ImportError("The _imagingft C module is not installed")
wee_reports[5189] ERROR weewx.reportengine: **** ImportError: The _imagingft C module is not installed
wee_reports[5189] ERROR weewx.reportengine: **** Generator terminated
wee_reports[5189] INFO weewx.reportengine: Copied 5 files to /Users/Shared/weewx/public_html
Looks to be an issue with Pillow?