I suppose depends on what sort of person you are. I have mates that have played with successful D1 amateur clubs and won premierships, but have hated it as the guys in the team and support staff were w**kers and treated them like crap. They didn't stick around very long. Also have mates that have played for a couple of clubs including country, then gone to D1 and D2 never won a premiership but the clubs are fantastic with great people.
Some people say success is all about winning, but I'd rather be at a club that is more successful off the field.