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Note, I would assume that this might be more prevalent with lower octane gas due to it's lower resistance to ignition.
Its actually quite the opposite. The higher the octane, the lower resistance to ignition. Thats why lower octane fuels have a higher probability of knock, which is pre-detonation (exploding prior to spark being applied). Higher octane fuels can make more power by advancing timing, getting the combustion closer to top-dead-center of the piston stroke and the result = more power/torque.
With that being said I agree with what you about unburnt fuel being the culprit of his backfires. The question is why an OE tune would be SO rich. I know that rich = safe, but if its TOO rich it can cause cylinder wall wash. Thankfully I'm sure its nowhere near that rich but still.
In your post, you said the higher the octane, the lower resistance to ignition, which is untrue