Depends on how important the decision is to the ISTJ.
A good way to show an ISTJ that it's OK to make decisions based on feelings is by showing them that over-thinking decisions, without listening to your gut, can have negative consequences. For example, an ISTJ pre-med was flunking all of his classes and compromising his health but still wouldn't change majors so he wouldn't disappoint his parents' expectations of becoming a doctor. He pursued this goal even though everything else suffered.
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