Our Reality Vs. The Absolute Truth

Everyone asked the young chassan the same thing: how will you learn all day with no house and no support? His answer sounded like a plan with nothing in it. Years later, it looked very different. The story comes at the end of Parshas Ki Sisa, after Moshe asks to understand why the righteous suffer and Hashem shows him only His back. Why does the Gemara in Brachos tell us to bless the bad with the same full heart as the good, and how can anyone do that?