I’m on Nostur.com — the only client where image uploads consistently work for me. Unfortunately it is iDevices only. But it is a problem that seems to come up repeatedly for the image upload rails of various clients.
I feel like DHT/IPFS for media uploads with social pinning (your followers pin your content automatically) would be a nice NIP.
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I use Nostur on macOS but I can’t drag and drop videos into posts and adding media only works if you use Apple Photos it seems.