I think unchecked exceptions in Python probably make sense. I think the real issue is people trying to use Python to write large systems instead of scripts. I love python for 100-500 line scripts, but beyond that the ease of use features get in the way of writing robust code.
However, I think unchecked exceptions are a mistake in any language for writing _serious_ code. Interestingly, everyone hated checked exceptions in java so now everyone makes new exceptions unchecked. I would say this is not because people disliked the idea of ensuring errors were handled, but the verbosity required to do so meaningfully was annoying, so people took shortcuts to avoid pain by wrapping in unchecked exceptions and in the process introduced "exceptions gone wild" (and now everyone who runs a known java app is familiar with the exception stack trace in logs and in the console).
Python definitely considers itself a serious language, not one intended for 500 line scripts. They have libraries supporting server creation, GUI and desktop applications etc.
It's just that in practice, the trade-offs the designers made for easy development made writing large applications next to impossible, unchecked exceptions being one of the major sources of instability. You write very fast buggy code and get excellent productivity initially, but as the program grows you fave a factorial growth of interactions between components, and, because the interface points are not well defined and checked at compile time, what you gained during development is lost under an uncontrolled torrent of subtle runtime bugs.
However, I think unchecked exceptions are a mistake in any language for writing _serious_ code. Interestingly, everyone hated checked exceptions in java so now everyone makes new exceptions unchecked. I would say this is not because people disliked the idea of ensuring errors were handled, but the verbosity required to do so meaningfully was annoying, so people took shortcuts to avoid pain by wrapping in unchecked exceptions and in the process introduced "exceptions gone wild" (and now everyone who runs a known java app is familiar with the exception stack trace in logs and in the console).