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So okay around 100 AD or so there is a massive Roman fleet in the Atlantic-complete with at least 3-4 legions, specialists, high ranking generals etc...
There is some massive storm that carries the fleet across the Atlantic to I dunno the shores of modern North Carolina. Beaching the ships and scattering them from the coast of OTL North Carolina to as far south as Florida. More than a few men perish in the waves but through luck and grit they persevere till they land on unfamiliar shores.
Can the stranded Roman's successfully colonize the new world?
In this scenario the ships are as good as useless most wrecked beyond repair.
Note: I acknowledge this is extremely unlikely but it's not impossible.