Why is this cast redundant?

Solution 1:

But why isn't my call ambiguous without the cast?

Because the overload with the JObject parameter is "better" than the overload with the object parameter... because the conversion from null to JObject is "better" than the conversion from null to object.

JObject is more specific than object, because there's an implicit conversion from JObject to object, but not vice versa.

If the final parameter for the first method were string instead (for example) then neither overload would be better than the other, and the call would be ambiguous without the cast.

See section 7.5.3 of the C# 5 specification for all the intricate details. In particular, section 7.5.3.5 ("better conversion target") is relevant here.