I bought The Crying of Lot 49. When I wanted to check out Pynchon. I'm similarly frustrated to you by David Foster Wallace. The dude seemed more in love with proving he had a perfect SAT verbal than being an effective communicator
Have you thought about reading some of his nonfiction? I enjoyed Infinite Jest, but I believe DFW's essays were a lot more accessible than his fiction.
I was talking about his nonfiction