String indices before and after transformation?

The best approach is going to depend on how you're stripping the HTML tags. If you're simply removing everything enclosed in brackets, then you can just loop through the old string and keep a count of everything outside brackets preceding the old index. Something along these lines would probably work.

As you strip out each tag, you obviously know the length of the tag you just removed. For each such tag, look for all word index values that are later than the index of the tag you just removed. For any found, subtract the length of the tag from the indexes.

This keeps the indexes in sync as you remove tags, making the task much simpler than trying to calculate adjustments at the end.

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