Nice. I searched for four scenarios. Apparently, one can train the engine, as discovered in the 4th scenario. In that, it said that it couldn't automatically build a square about the topic and asked me to enter up to 5 examples. I entered Alan Turing, Alan Perlis, John McCarthy, Donald E. Knuth, C.A.R. Hoare. I was delighted to see that Google Squared built the square and added names of Norbert Weiner and Claude Shanon to it.
This is a good application of machine learning.
Scenario 1: "renaissance artists" florence
Squared: http://www.google.com/squared/search?q=%22renaissance+artists%22+florence
Web Search: http://www.google.com/#hl=en&q=%22renaissance+artists%22+florence&btnG=Google+Search&aq=f&oq=%22renaissance+artists%22+florence&aqi=&fp=1mZ_-PL2Zjc
Scenario 2: "open source" "cryptographically strong" "random number generators"
Squared: http://www.google.com/squared/search?q=%22open+source%22+%22cryptographically+strong%22+%22random+number+generators%22
Web search: http://www.google.com/#hl=en&q=%22open+source%22+%22cryptographically+strong%22+%22random+number+generators%22&btnG=Google+Search&aq=f&oq=%22open+source%22+%22cryptographically+strong%22+%22random+number+generators%22&aqi=&fp=1mZ_-PL2Zjc
Scenario 3: "string theory" problems
Squared: http://www.google.com/squared/search?q=%22string+theory%22+problems
Web search: http://www.google.com/#hl=en&q=%22string+theory%22+problems&aq=&oq=&aqi=&fp=1mZ_-PL2Zjc
Scenario 4: "mathematicians" "computer scientists"
Squared: http://www.google.com/squared/search?q=mathematicians+%22computer+scientists%22
Web Search: http://www.google.com/#hl=en&q=mathematicians+%22computer+scientists%22&aq=f&oq=%22open+source%22+%22cryptographically+strong%22+%22random+number+generators%22&