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Zoheir Ali Esmail,
Shaykh Zoheir Ali Esmail has a Bsc in Accounting and Finance from the LSE in London, and an MA in Islamic Studies from Middlesex University. He studied Arabic at Damascus University and holds a PhD from the University of Exeter in the philosophical and mystical readings of Mulla Sadra in the context of the schools of Tehran and Qum. 374 Answers
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Bismillah
Thank you for your question. Istekhara doesnt have codified rules as it is one of the occult sciences. Rather, it has recommendations for best practice.
When istekhara is performed with the Qur'an or other means it is usually to clarify a situation and so if there are multiple matters that confuse the result of the istekhara then it would be wise to separate the matters and take separate istekharas for each. If there are lots of factors that a person wants to include in the intention and doesn't want to specify each one, but then uses a question that incorporates all of them while leaving the result of the istekhara clear that would be alright.
May you always be successful