Most today's software is highly static, even if it is written in a dynamic language like Smalltalk. Developers are not encouraged to extend the frameworks they are using; and end-users are unable to change the features of their software without initiating a new development effort. In contrast, extensible software is designed for change; and customizable software can be adapted to new needs without requiring an in-depth knowledge of the underlying implementation domain. In this presentation I will investigate on how to write truly dynamic software and I will distill common patterns of software customizability. As running examples I present tools that I worked on during my path of discovering Smalltalk. One of these examples is Magritte, a dynamic meta-model that gives end-users the possibility to customize their applications without the need of an additional development effort. Another example is Helvetia, an infrastructure enabling on-the-fly customization of the programming language and development environment.