Fasting on the Eve of Rosh Hashanah or on the Fast of Gedaliah?
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Question
Shalom Rav, I usually fast half a day on the eve of Rosh Hashanah, as the poskim have written. This year, I am not feeling well, and I am concerned that if I fast on the eve of Rosh Hashanah, I will not be able to fast on the Fast of Gedaliah. What should I do: fast tomorrow as is customary and possibly not be able to fast on the Fast of Gedaliah, or refrain from fasting tomorrow to be able to fast on the Fast of Gedaliah?
Answer
Shavua Tov
It is preferable not to fast tomorrow, on the eve of Rosh Hashanah, as it is a customary fast, so that you can fast on the Fast of Gedaliah, which is an obligatory fast.
Wishing you a complete recovery and a good year
Source
Shulchan Aruch, Orach Chaim, Siman 581, Sif 2. Siman 549, Sif 1