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If I understand you correctly, you are saying that your fingers are long enough relative to the pistol grip that you have to compromise your strong hand grip to get your off hand to contact the pistol grip, and you are asking whether you should do so.
My instinct is to say no. As you say, it is far from impossible that you could need to transition from a two-hand grip to a one-hand grip of your pistol, and not having to re-grip in that event seems wise. There are some folks here who teach professionally, though, so if their advice differs from mine, I will yield to those with greater expertise.
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