Juhani Pallasmaa, the architect and former dean at the Helsinki University of Technology, proposes the idea that great work requires a sense of historical continuum; "An embodiment of the sense of tradition' as a precursor for 'meaningful creativity." Great work has an eternal freshness, it attracts our eyes immediately when we see the structure. In our age of progress, our eyes are only on the present and the future. Uniqueness and novelty have become universal standards of quality in architecture, rich historical layers are no longer seen as essential architectural goals. However, classical architecture still stands the test of time and engagement in this modern day. My research aims to find out why classical architecture is more engaging and pleasant. What is the relationship between classical architecture and history/culture? My research methodology involves using the 3M Eye Tracking Method. It is an artificial intelligence application developed using experimental data from eye tracking. It will analyze images of different buildings (Dresden Museum in Germany, Musée du Louvre, Havenhuis) to predict audience responses to images. Diagrams and analysis from 3M Eye tracking will be provided to explain why classical architecture is more engaging. I am expecting to find out that classical architecture is more engaging and Pallasmaa is correct. If these findings are correct, we should follow the precedents of the past in order to produce great work.