I don't see a way to remove them both as an assembly. Maybe if you removed the hood and were able to upll from the front. Removing the hood looks like a huge pain though.
On my LT1, I removed the engine and left the transmission in the car. It was a huge PITA to do that way. Part of that was how long the car was without an engine and having to work around the transmission support. It was very little more effort to remove the trans separately before the engine and would have made it much easier. I went ahead and removed it before putting the engine back in and it made it 100% easier (and faster).
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