I am on my 2nd Quest 2 unit, both of which experienced this exact same issue - I can not get a stable connection via USB-C to transfer files from my Mac to my Quest 2. I used to do this with Android File Transfer, but this broke after some software update (not sure if this was on the Mac or the Quest side), it just stopped connecting. I then downloaded Sidequest to be able to transfer files - 1 out of every 10 attempted transfers will work, but 90% of the time the Quest will disconnect halfway through the transfer. Again this has happened on 2 different Quest 2 units, and with multiple USB-C cables, so it is not a hardware issue. Are there any reasons this might be happening and any solutions? I asked about this in a different thread where someone recommended I try transferring via WIFI in Sidequest but I could not figure out how to do this.