Devo me preocupar com isso?
Não.
O Python não se preocupa.
Python 3.4.3 |Anaconda 2.3.0 (64-bit)| (default, Jun 4 2015, 15:29:08) [GCC 4.4.7 20120313 (Red Hat 4.4.7-1)] on linux Type "help", "copyright", "credits" or "license" for more information. >>> 2.**3**4**5 Traceback (most recent call last): File "<stdin>", line 1, in <module> OverflowError: int too large to convert to float >>> 2.0**3.0**4.0**5.0 Traceback (most recent call last): File "<stdin>", line 1, in <module> OverflowError: (34, 'Numerical result out of range') >>>