Astrologically, May is centered on self-examination, preparation and exploration of options, with the whole of the month leading up to Mercurys May 30th entrance into the "shadow" of its upcoming retrograde.
So lets start there. As a planet moves forward (in direct motion), back (in retrograde), then forward again (direct) over a specific set of degrees, the issues which were present as the planet first moved into the "retrograde shadow" (those degrees being traversed multiple times) tend to continue, generally resolving only once the planet has gone direct for the third time and left the "shadowed" degrees.
As for Mercury....