Here’s a thought I just had. To collate and then read all of Pynchon’s works chronologically.

It would go something like this:

1. GR flashbacks of Katje’s ancestor, Franz van der Groov, on Mauritius (1750s)
2. M&D (1761–69, 1786)
3. ATD and then the flashback sections of V interleaved, leading up to the prewar sections of GR (1893–1944)
4. the bulk of GR (1944–1945)
5. the rest of V (1951–52)
6. L49 (±1965)
7. the middle of Vineland (±1969)
8. (Inherent Vice (1971))
9. the L.A. coda to GR (±1973)
10. the beginning and end of Vineland (1984)
11. (Bleeding Edge (2001))

[Note, 5 July 2020: I have inserted Inherent Vice and Bleeding Edge, neither of which had been published when I first wrote this post.]