Error: certificate has expired

Whilst debugging it started working again. I didn’t change a thing.
So if you did something, thank you very much. At least something’s working again.

This was a problem on my end.
Sorry.

Just updated with a special root certificate that very old devices will trust.

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And like magic, my Eagle 200 is transmitting data again with no action required on my end. Thank you @bankstownbloke I think that did the trick!