The first congregation I was associated with (not in the territory where I lived because my dad's boss conducted our study) was very well off, in the wealthiest neighborhood in town. My dad's boss was a construction superintendent, and I thought he was rich. I didn't know much about the jobs and careers of others in that congregation. The CO (before the "elder arrangement") worked as some kind of artist at a TV station.
Two of the guys my age, whom I was friends with, got good jobs. One was a talented artist and got a job as a draftsman. The other got a job in sales, and I think he did quite well because he had a fun-loving personality.
After I moved to a state farther south, things were not nearly as good for the brethren and sistren(?) there. There was one wealthy family in the circuit, and everybody knew about them. There were about five or six kids in that family, and most of them were DF'ed at one time or another.
My JW husband was an auto body repairman, and did rather well. He could have done even better if he had chosen to.