Must be from not being in that world. If you check his transactions, you see the arb at 5 AM and the extension at 7 PM. Quite honestly, that's not how I understood the glitch. As I understood it, you could arb and, after the decision, you go back to the arb screen and offer under the "long-term extension" link. It's almost simultaneous. He did it with a 14 hour delay.
My guess, after reading it again and doing a little research, is that he offered from the FA screen for the next season and the pitcher took the deal. Meaning he would have re-signed despite the 3rd arb.