From a reader:
The year of St. Paul and the year of the priest overlap by 10 days. Assuming the other requirements for obtaining the indulgence are met, is only one confession necessary to obtain more than one plenary indulgence?
"Yes We Can!"
One confession of Holy Communion will suffice for the gaining of many indulgences, provided that the person did the works required and is properly disposed.
A reader chimed in with this:
From the Apostolic Penitentiary, “The Gift of the Indulgence” (2000), n. 5, under the heading “General Remarks on Indulgences”:
One sacramental Confession suffices for several plenary indulgences, but a separate Holy Communion and a separate prayer for the Holy Father’s intentions are required for each plenary indulgence.
The same document also says these additional conditions may be fulfilled "about 20" days before or after the indulgenced act, the most generous interpretation of that condition that I’ve seen anywhere.
This helps to clarify the situation.