So essentially, he planned a round two of Alexander's conquest or an attempt thereof. Hell, marshalling the Legions that were already raised and making the gamble might work. Getting into the Caucuses and penetrating quite deeply into the Mid East isnt impossible.
The issue becomes administration. Although without pressure from the east and a few other places, the empire might be able to last long enough to stay united. It wasnt impossible, but the Roman Empire remaining a single unit might be impossible.
Wasnt there an era where the Empire was split into three seperate states? Something like that might happen.
Having done a more thorough read, it means his European lines would end up easier to defend and it would take much longer to over run it. In fact, by the absorbtion/annhilation of Germania and much of the Mideast/Caucuses, he short circuits the issue of Barbarians from Germania sacking Rome and Attila the Hun.
Hell, this changes everything. Can someone do a map? Ill try. Pink is for pre-possesions/maximum extend. White includes some of his desires, and both include what the empire had but Caesar will need to conquer.