Questions designed to get Witnesses thinking need to be simple, appeal to the heart and mind and should usually avoid
technical details they can't appreciate ( 'these cuneiform eclipses tell us the 1914 chronology is wrong') or scandals they
can glibly deny ( 'the UN forged those WT documents because Satan told them to')
1) " What do you think the Watchtower Society could do to show they cared more about the friends?"
You might be surprized by the answers to this! If they reply, 'they care', then repeat the question and emphasize
the "cared more" portion. Similar alternative: "What do think the Watchtower Society could do to stop so many
young Witnesses from leaving?" More finger waving? Does that seem to be working, sister?
2) "Do you think that happiness is the purpose of life?"
I got into some trouble by confounding an elders' wife with this! She replied with a 'kneejerk' , "Well, I think that serving
Jehovah is..". If they say anything contrary, you can reply, "So, if you think that happiness isn't life's purpose,
then you must believe that some form of unhappiness is!" With many depressed Witnesses, this can be devastating.
3) "If baptising children is wrong, why is baptising teenagers right?"
An easy point: Can minors sign contracts? Why not? Why do teenagers often make poor marriages? Do they
have adult judgement? adult self control? Is your baptism vow more important then a marriage vow? Shouldn't
this be restricted to adults, with the responsibility of disfellowshipping in view? Don't be too surprized if some Witnesses
will bring up "raumspringa" - a custom about baptism among the Amish.
4) "Is there a danger of the Watchtower Society acting like King Rehoboam?"
For those few Witnesses left who actually read - or know something - about the Bible apart from a few 'proof texts'.
Ask about appeals to "do more" while the Society takes away food service, Awake issues, and lays off Bethelites.
Does that sound a little like 'scourges instead of whips', brother?
5) "Has the Society ever apologized for its mistakes?"
If yes, then where? If no, then why not? Do they never make mistakes? Are they infallible, brother?
Throw in your favorite quote - mine is the one ( awake May 1969) directed to high school students who
"will never grow old" in this system of things.
alternative question, similar to above:
"If a religion predicts things that don't happen, do you think they should be sued?"
If yes, then what about this, brother. If no, don't you think they should answer for their fraud? Is that right?
Use your favorite quote.
There are a lot of other questions that could be designed, if you can get them into the Bible or other authoritative works.
I put these together to require a minimum of that - and that may put them into a corner quickly.