Should
      a Muslim pray istikhaarah concerning matters that are compulsory?
Question

                or action, knowing that the hadeeth narrated from Jaabir ibn ‘Abd-Allaah
      (may Allaah be pleased with them both) states that the Prophet  enjoined them to pray istikaarah for all their affairs (umoor). The hadeeth was narrated by al-Bukhaari.
What if a brother wants to pray istikhaarah concerning a compulsory action,
because I did not understand what was meant by the Arabic word “kullihaa” (all of them). Does this mean all, or the majority? Because in Arabic, as far as I know, the word “kull” may mean “the majority”. Please,
      yaa shaykh, clarify for me the meaning of the word “kullihaa” and
      whether one can pray salat al-istikaarah concerning compulsory actions.
Praise be to Allah.There
      is no option when it comes to doing obligatory actions, because Allaah has
      enjoined them upon us. The same applies to abstaining from haraam things.
      There is no sense in praying istikhaarah concerning matters which we have
      no choice about doing. Salat al-istikhaarah was not prescribed for this
      purpose. Istikhaarah is for permissible matters where one needs to choose
      the better of two options, or when one has many permissible options. So
      one prays istikhaarah in order to choose one particular permissible thing,
      when one is confused as to which city to go to in order to seek knowledge,
      or which shaykh one should study with, or which halaqah one should attend.
      So you consult people, then you pray istikhaarah concerning the one that
      you think is more likely to be better. Similarly, you pray istikhaarah
      when you plan to propose marriage to a specific woman, or when deciding
      whether to do a naafil Hajj this year or next year, or when deciding about
      any matter in which there is hesitation (between choices). This is what is
      referred to by the words “He taught us to pray istikhaarah in all our
      affairs.”