This is an interesting concept. Educational and philosophical questions both attempt to get at a more complete understanding of human nature and the universe. Consider that the specific aim of education is to inform people of facets and concepts related to many topics. This can be anything from social sciences, biology, the humanities, language, the arts, mathematics, religion, or even philosophy itself. An educational question serves the purpose of getting at the larger truth of any topic. They often go beyond mere fact and deal with the larger meaning and significance of things. This is also the purpose of philosophy. However, properly and effectively understanding questions related to any topic requires the critical thinking skills that are developed through education.

The quotation in your question was first said by the sociologist J. S. Ross. He considered education and philosophy to be two very interconnected disciplines. For Ross, philosophy is the act of considering and contemplating an issue or question. Education is how we actively seek out the answers to our questions and act upon our findings and conclusions. In other words, philosophical inquiry leads to educational action. When seen this way, education is how we as educators impart the skills necessary to consider philosophical topics.

"All educational questions are philosophical questions." Discuss.

Freire‘s ideas about education had a deeply philosophical origin. He believed, for instance, that the purpose of education was to help mankind recover its “lost” humanity and that education was a way to recognize the inherent dignity and intelligence of all people independent of social or economic status.

The maxim you mention can be understood as a call to remember that education must always be contextualized. Any decision a teacher makes must emerge from a preconceived set of assumptions about society, the nature of the individual, and education’s role in that society. Friere’s point is that teaching requires a certain consciousness about why we teach the way we do and an understanding of how curriculum and methodology connect to an overarching philosophical understanding of society and human potential.

"All educational questions are philosophical questions." Discuss.

When a teacher or potential teacher contemplates his/her future approach to pedagogical methodology, one of the first principles must be the establishment of the relation between education and “life purpose” – that is, what is the purpose of individual effort, why does a person try to learn something – to gain employment skills?  To become a better person?  To get to heaven?  To survive?  To understand the universe, physics, cause-effect logic?  Etc.  In other words, a teacher must know what teaching method will best apply to the desired end.  That inquiry is basically a philosophy one, an inquiry into one’s Weltanschaung, one’s  view of the world.  The philosophical view that we are here to fulfill some destiny will suggest a different educational path from the view that we should create something never before conceived.  A teacher, then, can teach “that that is” or “that that is not.”  In language, for example, the teacher can teach the “rules” of grammar, or can teach poetic and creative deviations from the rules (Jakobsen  or Cummings).  Also, some philosophical attitude toward the mind-body connection must be established whenever a teacher wants to influence a student’s mind.