Things that I think Bobby might like to read:
1632 - Eric Flint (Sci-Fi/Fantasy/Alt.History)
1633 - David Weber and Eric Flint (Sci-Fi/Fantasy/Alt.History)
1634: The Galileo Affair - David Weber and Eric Flint (Sci-Fi/Fantasy/Alt.History - haven't read this one yet)
March Upcountry - David Weber and John Ringo (Sci-Fi/Military)
March to the Sea - David Weber and John Ringo (Sci-Fi/Military)
March to the Stars - David Weber and John Ringo (Sci-Fi/Military)
We Few - David Weber and John Ringo (Sci-Fi/Military)
If you like Alternate History, check out Harry Turtledove's
stuff. He likes to write alt.history mixed with sci-fi and
fantasy. One of his books is In the Balance: An Alternate History of the Second World War (Worldwar, Volume 1). He likes to do long series.
Hope this helps ^_^