This document summarizes a presentation by Paul Costelloe of the European CIO Association on technology investment decisions for associations. It discusses embracing digital transformation and gaining support for IT investments. It also covers developing an IT readiness strategy, overcoming investment hurdles, and determining which parts of an organization technology needs to reach. The European CIO Association represents over 900 CIOs across Europe and aims to create a platform for knowledge sharing and provide input to European regulatory bodies on IT issues.