Maybe it aint in the Chessbase 14 program but in Chessbase Account
Now one can add a White and Black repertoire (the pgn-files ends up in some map)
youtube.com/watch?v=Q5MbLG6HKjg
youtube.com/watch?v=EhtyqGkp7cY
Chessbase Account
openings.chessbase.com
Yes I tested to add more than one candidate moves (I tryed as White repertoire 1.d3 and 1.e4 and also 1.e4 c5 2.b4 and 2.Nf3) and after I do the moves in "Drill As White" it says Played until end of preparation, excellent! But of course CB14 doesnt have any Spaced Repetition and many other functions like at end of repertoire moves it doesnt start over and spit out new moves (for ex after 2.b4 in the Sicilian the training stops).

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[Levenfish: Maybe you can answer my question in other post here on forum now that we are online at the same time (the question of Bookup)]