Why is Ivan's simple life described as awful in Chapter 2 of The Death of Ivan Ilyich?

The emphasis on this amazing short story is on the kind of "fake" or ersatz lives that Ivan Ilyich and his contemporaries live. They are never able to face up to their superficial lives that really have no substance or meaning. It is this superficiality that Ivan Ilyich rages against and finds so hard to accept, refering to both the superficiality in himself and in others. Tolstoy paints a crushing inditement of anyone who lives life without actually living it, or being so focused on appearances that they completely bypass life itself.

"The second part of ‘‘The Death of Ivan Ilych’’ describes the life of Ivan Ilych while he was healthy. It can be summed up in the opening line, which states, ‘‘Ivan Ilych’s life had been most simple and most ordinary and therefore most terrible.’’

Ivan Ilych's life is simple because it is devoid of any real emotional connections or feelings.  His life is driven by what is proper, by social order, by how things look to others.  It is superficial and empty, therefore it is terrible.

He picks his friends by social class, not a desire for true friendship.  He marries his wife out of a sense of propriety.

"Praskovya Fedorovna and eventually marries her, not for love but because it seems the proper course of action at his stage in life."

His life is a constant struggle to attain material wealth and recognition in his profession so as to climb higher in the social strata. 

Ivan Ilych's life is not real, it is artificial, therefore, a life lived like this is characterized as terrible.

Why does the narrator in The Death of Ivan Ilyich describe Ivan's life as "terrible"?

In The Death of Ivan Lynch, Tolstoy writes that Ivan Lynch’s life “had been most simple and most ordinary and therefore most terrible.” (Tolstoy 47). Here, Tolstoy is saying that Ivan lived a banal existence, one void of originality.

Ivan lived a life of simplistic conformity to social norms. Yes, he is described as “cheerful, good-natured, and sociable” but that is because Ivan felt it was was his social “duty” to act this way (47). Following social expectations led him to be financially stable, but Tolstoy critiques this type of life as one devoid of deep meaning.

Ivan never questioned life’s deeper meaning or his true feelings, until the moment he was on his deathbed. Looking back, he realizes he lived a materialistic life that did not mean much. By having Ivan not realize his mistakes until his painful last moments, Tolstoy emphasizes the importance of living a meaningful life before it’s too late.

Ivan was also self-centered and isolated which led him to be emotionally distant from those closest to him. This is seen in how his family and coworkers are relatively unaffected by his death, and more relieved than upset when Ivan passes. Overall, Tolstoy suggests that Ivan’s emotional isolation, in combination with his lack of original thought, made his life pointless—and thus terrible.