My failure to do this 10 years ago shouldn't put you off. Some feedback, not advice, cities are easy, so are towns, so is the countryside near towns and villages. It's all the stuff that even cellular companies struggle with. When network operators discuss 95% coverage, that's the bit that prevents your messages leaving your enclave without a backhaul. Work on a resilient backhaul, because we solved everything else a decade ago.

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Also, just because you can run a protocol on a protocol, doesn't mean you should. LoRa messages are extremely simple, you don't need to waste bandwidth adding additional TCP layers on top. Google "LoRa chirp" to start understanding the fundamental radio technology behind this.