For a married witness (no need to go out searching for a mate in clubs, bars, shopping malls, no need to be dating, avoiding sex) who doesn't really care for violent movies or other entertainment that uses up all of his free time on weekends, and realizes the commercial drive of all the holidays, the rules are not terribly hard to follow. But for a person other than that to give up free time and overtime at work, give up weekends and 2 weeknights, travel a few times a year to sit all day for 2 or 3 days at a convention or circuit assembly, to do all that- you have to be firmly convinced that it is necessary for your everlasting future. As soon as there is doubt, you ask why you are doing this.
There is great stuff to do on weekends, or else relax. There are wonderful potential mates to meet at a club or laundrymat or wherever you like. If you get in a golf foursome or go out to lunch with the girls at work, you might find great friends (a good JW would never do that). Even weak JWs rarely do "worldly" things. They just slack off. The WTBTS has a firm grip on you. Yes, the rules are that hard to follow.
We all have rules at work- How many of us actually never slack off at work, don't shop on the internet during work-hours, don't allow personal calls to last more than a minute or two, etc. The boss understands and forgives these small violations if we are good workers. The WTBTS doesn't truly forgive missing meetings, low field service hours, staying home from an assembly, on-and-on.