Season one Sam would HATE later seasons Sam.
Not season 4-5 Sam, he hates him for a different reason
I’m not even talking about before Jess died, I’m talking all of season one Sam.
He’d feel like his life was stolen
He would HATE how complacent he becomes
I don’t even think hunting would be the thing he hates the most, he would understand how it happened but he’d be mad at himself for letting it happen. And he’d own attitude. In general and towards hunting, like how he pretends to be happy or js fine with it. When he spent all of season one hating it but staying for Dean and John, and always planning to go back to school. He hate himself for only having like three friends and living in an underground bunker dedicated to the supernatural.
He’d be happy he’s still with Dean, even happier that he’s best friends with an angel.
But he wouldn’t be able to get over how he spent his spent his life fighting John and hunting js to end up here