  We consider the fundamental problem of prediction with expert advice where
the experts are "optimizable": there is a black-box optimization oracle that
can be used to compute, in constant time, the leading expert in retrospect at
any point in time. In this setting, we give a novel online algorithm that
attains vanishing regret with respect to $N$ experts in total
$\widetilde{O}(\sqrt{N})$ computation time. We also give a lower bound showing
that this running time cannot be improved (up to log factors) in the oracle
model, thereby exhibiting a quadratic speedup as compared to the standard,
oracle-free setting where the required time for vanishing regret is
$\widetilde{\Theta}(N)$. These results demonstrate an exponential gap between
the power of optimization in online learning and its power in statistical
learning: in the latter, an optimization oracle---i.e., an efficient empirical
risk minimizer---allows to learn a finite hypothesis class of size $N$ in time
$O(\log{N})$. We also study the implications of our results to learning in
repeated zero-sum games, in a setting where the players have access to oracles
that compute, in constant time, their best-response to any mixed strategy of
their opponent. We show that the runtime required for approximating the minimax
value of the game in this setting is $\widetilde{\Theta}(\sqrt{N})$, yielding
again a quadratic improvement upon the oracle-free setting, where
$\widetilde{\Theta}(N)$ is known to be tight.
