Is there any way I can add a kernel module or something similar to a newer version of Libreelec that will help me get back VC1 decoding? If not is there anything else I can do beyond re-encoding my VC1 titles or buying a newer device? Neither of these options are too appealing to me?
The upstream Linux kernel used in LE10+ images does not support VC1, the driver has simply never been written. It does exist in the older vendor kernel used in LE 9.2 and older images, but as you found, these days these have issues with TLS certificates (can be solved with a custom image) and general add-on compatibility. There's about 0.01% code in-common between the upstream and vendor kernels and Kodi removed support for amcodec (and all the other proprietary codec methods) a long time ago now so the options are rather limited. AMLGX is self-admittedly a bit of a compromise and not as feature complete as older images. There has not been much development on the codecs for a few years and they are what they are. I would recommend re-encoding to H264 as the decoder for this is in quite good shape and more family-friendly. You can also re-encode to HEVC, but this driver was never fully completed and it has glitches, e.g. seeking is not brilliant. Anything more needs new hardware.