> I wouldn’t be surprised if this doesn’t happen more often.
From context I guess you meant either "I wouldn’t be surprised if this happens more often" or "I would be surprised if this doesn’t happen more often." (https://languagelog.ldc.upenn.edu/nll/?cat=273 has many fun examples of this sort of thing)
From context I guess you meant either "I wouldn’t be surprised if this happens more often" or "I would be surprised if this doesn’t happen more often." (https://languagelog.ldc.upenn.edu/nll/?cat=273 has many fun examples of this sort of thing)