I think this can be fixed by just padding tokens in the inference step. The dates do parse, just always fall back to the slow path, even with infer_datetime_format=True
In [22]: from pandas.tseries.tools import _guess_datetime_format
In [23]: _guess_datetime_format('02/02/2014')
Out[23]: '%m/%d/%Y'
In [24]: _guess_datetime_format('2/2/2014')
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