[ap22213]

It's quite acceptable to criticize a dead person's writing. In fact, almost all literary criticism does it. So, definitely don't feel bad.

But, I disagree with the opinion of the work. It's hard to take Wallace's style and content without considering the 90s and its historical and social context. A lot of what you don't like about his writing is actually his point.

[nartsbtaa]

I've considered that "Big Red Son," to use that example again, is intentionally tedious and humorless. Readers expect something titillating, or at least mildly interesting, and instead DFW reflects the mundaneness of the awards show through brutally dull prose. Perhaps, and the original title, "Neither Adult Nor Entertainment," would support this. But at the end of the day, you're just left with an exceptionally boring essay.