We study a variety of optimal investment problems for objectives related to
attaining goals by a fixed terminal time. We start by finding the policy t
hat maximizes the probability of reaching a given wealth level by a given f
ired terminal time, for the case where an investor can allocate his wealth
at any time between n + 1 investment opportunities: n risky stocks, as well
as a risk-free asset that has a positive return. This generalizes results
recently obtained by Kulldorff and Heath for the case of a single investmen
t opportunity. We then use this to solve related problems for cases where t
he investor has an external source of income, and where the investor is int
erested solely in beating the return of a given stochastic benchmark, as is
sometimes the case in institutional money management. One of the benchmark
s we consider for this last problem is that of the return of the optimal gr
owth policy, for which the resulting controlled process is a supermartingal
e. Nevertheless, we still find an optimal strategy. For the general case, w
e provide a thorough analysis of the optimal strategy, and obtain new insig
hts into the behavior of the optimal policy. For one special case, namely t
hat of a single stock with constant coefficients, the optimal policy is ind
ependent of the underlying drift. We explain this by exhibiting a correspon
dence between the probability maximizing results and the pricing and hedgin
g of a particular derivative security, known as a digital or binary option.
In fact, we show that for this case, the optimal policy to maximize the pr
obability of reaching a given value of wealth by a predetermined time is eq
uivalent to simply buying a European digital option with a particular strik
e price and payoff. A similar result holds for the general case, but with t
he stock replaced by a particular tinder) portfolio, namely the optimal gro
wth or log-optimal portfolio.