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2003 Chevrolet Impala tough to start after short trips

if you make short trips in your car always shutting off car after each stop, can that have a bearing on if the car wont start. But if you wait long enough, it then starts? Symptoms like the old cars that got flooded. turns over with ignition, but never starts.

The short trip scenario is tough on the battery and oil, but should not affect restart.
On the attempted restart does it sound like it is cranking at normal speed?
Any CEL?