His (or other peoples) treatment in the US prison system is another matter and often cruel, but no he didn't conduct himself like a good person in regards to his 'hacking'. He committed wire fraud, he impersonated people, he exfiltrated sensitive credit card information from thousands of people.

That's not just curious, that's not something we all did when we were young, those were legitimate crimes and they still are for good reason. He had a big part in popularizing the image that a hacker, rather than someone who writes software for the public good, is someone who tricks other people and steals personal data.

And no I wouldn't be proud if I ran phishing scams and stole IP from random companies, I wouldn't monetize that, I'd say I'm sorry which from reading his books at least I don't think he ever was.