A mentoring program would be great (though I'd strongly suggest it's optional, because I hate games where I'm just randomly assigned a mentor).
For the quiz though, Cat's right. These need to be non-subjective questions. Ideally, Shanthi would set this up as a form that the new member just fills out in order to activate their stable or whatever. No one would have to look at them, the website would simply grade them and require that the new player takes the quiz as many times as necessary for them to get a 100% (or 90% or whatever). I'd personally make it 10 questions, multiple choice/true false. The idea isn't to ask a ton of questions, but just to get them poking around and learning HOW to find the answers to their questions (as well as alleviate some of the repetitive questions people ask).
So just off the top of my head something like:
1) How can players get more horses?
A) Claiming Races B) Auctions C) Horses for Sale page D) All of the above
2) How many stakes wins does a stallion need to retire to stud?
A) 5 (5 Grade I) B) 1 (0 Grade I) C) 10 (3 Grade I's) D) 10 (1 Grade I)
3) At what age can a horse be bred?
A) 2yo B) 3yo C) 4yo D)5yo
4) What is the maximum number of horses a member can enter in a race?
A) 1 B) 2 C) 3 D) 4
5) Can a stable currently relocate after the initial location is picked?
A) Yes B) No
6) A "Maiden" is a horse who has:
A) Never won a race B) Never won a non-claiming race C) Never won a Stakes Race D) Never won a million dollars
7) The Kentucky Derby does not require nomination.
A) True B) False

When discovering a bug the correct action is:
A) Ignore it B) Post about it on the forum until Shanthi fixes it C) PM Shanthi that it's broken D) Check the forum and post if you don't see it listed
9) A member is considered a "newbie" for how long?
A) 1 month B) 6 months C) 1 year D) 2 years
10) Stables in Final Furlong can go bankrupt.
A) True B) False