2010-2015 - We purchased 3 small contracts (50 points or less) at VB and AKV; I think we paid asking given that the contracts were small, but I can't remember for certain.
2017 - We offered $80, which was rejected, so we paid asking price of $85pp for a loaded 120 point AKV.
2019 - we were only going to add on if we could get a deal, and we were all over the place on different resorts. Made low ball offers on several Aulani and Vero Beach contracts - all were rejected. Offered asking price $91pp on a 57 point OKW contract, taken by Disney ROFR. After getting that one taken while we were staying at the Poly, we decided to buy where our heart is and add on 100 points at PVB. A loaded contract was listed for $160, we offered $140, they countered at $145 and we accepted. (Points arrived in my account yesterday!)