He kind of relied on traitors and magic to conquer northern Cyrodiil alone. He didn't know he'd have their support. When you remember that, he was actually not that smart - he marched up to a well-defended fortress in the middle of winter without much in the way of supplies or professional soldiers, right into what would have been a Nordic trap if a Breton battlemage hadn't showed him Sancre Tor's weaknesses.
For the rest of his campaigns, especially the most important, he relied on Numidium, which he wouldn't have gotten without he and Vivec recognising the futility of further campaigns in Morrowind.
For the rest of his campaigns, especially the most important, he relied on Numidium, which he wouldn't have gotten without he and Vivec recognising the futility of further campaigns in Morrowind.
well, Caesar relied almost totally on dumb luck in the real world, so dumb luck and a stompyrobot together makes for pretty good chances.