This chapter suggests that some possible factors to consider that relate to our collective awareness regarding the predicament in which we find ourselves: Generational change, new types of settlement and where to build. Millennials in cities seem to be less interested in car ownership than baby boomers and have more flexible attitudes to mobility options. The initiative for garden towns and villages represents a reawakening of Ebenezer Howard’s Garden City concept. Typically located in rural areas, opposition from local people may be substantial – all due to their expectation of traffic congestion on top of what they already experience. There are encouraging signs that the importance of healthy placemaking is gaining recognition at many levels, in particular amongst the younger generations, and being implemented in settlements of all sizes and in many countries. Circumstances can make some challenges unavoidable but others can be choices that depend on how we prioritise different aspects of our lives.