Entirely possible.
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.... but not always. I ended up having to drop the trailer here.... there was no alternative.
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... and that's the thing. I'm OK blocking a stall if there's multiple free, but don't leave the area, either. If it gets busy and we're down to the last stall, I'll move. Unfortunately as more and more Teslae are on the road -- and Superchargers open to other EVs - the luxury of blocking stalls will be less and less common.
These photos are from a road trip from NJ-FL and back. I had to drop the trailer twice - once at the photo above, and then once again in Daytona Beach. In the rain. Thankfully my son and I had a NASCAR pit crew routine down pat - we could have the trailer unhitched and secure inside 3 minutes. Not bad!
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