A gift that might vest too far in the future, or a trust that locks capital away for too long, can fail entirely — so knowing which rule bites, and when, matters. This chapter starts with the rule against remoteness of vesting and the consequences of breaching it, then explains how to identify which of the three regimes governs a disposition: the common law with its strict possibilities test, the 1964 Act's softening reforms, or the 2009 Act's 125-year period and mandatory wait-and-see. It then deals with class gifts, the class closing rule, and what happens to prior and subsequent interests when one limb is void. Finally, it turns to the distinct rule against inalienability, the non-charitable purpose trusts it polices, and why the 2009 Act's reforms leave it untouched.