We are writing this document in June 2021, almost fifteen years later, and exactly twenty since the Shuttleworth Foundation was born. It is part reflection on where we were, part snapshot of where we are, and part resource for those who could use some building blocks for their own journeys. We hope that potential fellows, funders, writers, thinkers, doers, movers, shakers and people everywhere will learn something new and find it in some way inspirational, useful or adaptable.