First and foremost, I love the question! I have not read the bobiverse yet, but it have put it on my reading list.
A few comparable series and books (disclamer: have not read Bobiverse yet - take with a grain of salt):
- The Hitchhiker's Guide to the Galaxy series. Light hearted Science Fiction by Douglas Adams.
- Anything by Tom Holt. Dry English humor that combines SF and mythology with normal everyday corporate life.
- Charles Stross's Atrocity Archives. I only read the first of 14-ish parts, but it is humorous, fast-paced and very wry.
- Space Opera by Catherine Valente. Think Hitchhiker's Guide meets the Eurovision Song Contest.
- Legends and Lattes was already mentioned. Its prequel, Bookstores and Bonedust is equally fun. The author is Travis Baldree.