Had 220 at OKW then added on another 150 at BCV and the 150 at SSR- also thought the original 220 might be too many - we have stayed in GV twice and have taken multiple trips per year other years- rented out points to pay for a cruise and DL passes and part of my maintenance fees this past year and now have finally reached a point where for the trips in Sept and Dec this year I will have to borrow from 2007 to get the 11 month option. Have never borrowed that far ahead before and it is making me nervous - what if SW has a really good sale and I want a short trip in between now and then? Oh that's right the third contract is still intact with all 150 points coming April 1 for 2006. Nope can't have too many points. To your original question renting points can be very easy or somewhat of a pain - Stick to rentals that are at least a couple of months out so that you can cancel without penalty if the renter doesn't pay on your time schedule. I have always said I will make the reservation , send the written confirmation to them and give them a date when payment in full is expected, usually within 2-4 weeks of them getting the confirmation. This has worked well for me but I know that some people will spread out the payments over several months - I just like to get the transaction done and then I don't think about it again- I do state what I will do if they have to make a change such as try to change dates or if they find someone else to take the reservation I will call and make the name changes but once the deal is done I consider it final. If you spell these things out it should make everyone fell more secure in renting or being a renter. I have never had more than e-mails back and forth or phone conversations, never any written and signed contract but some people do use them. I have also rented points to people at work which is even better than dealing with someone you don't know. I don't expect to be renting out any more for a while - will just be using them at WDW myself with family. Good luck and may your family have many great vacations using those points.