SHAFAQNA – The Grand Ayatollah Khamenei answered a question about Istikharah.
Question: How many times Istikharah for one purpose is correct?
The Grand Ayatollah Khamenei: Because Istikharah is for removing perplexity, therefore, after removal of perplexity with first Istikharah, repeating it, is meaningless unless the subject changes.
Source: PERSIAN SHAFAQNA