Picking winners: Diversification through portfolio optimization

Ju Liu, Modern Logistics, NUS (Chongqing) Research Institute, Chongqing 401120, China, ju.liu@nusricq.cn,
Changchun Liu, School of Management, Xi’an Jiaotong University, Xi’an 710049, China; SIA-NUS Digital Aviation Corporate Laboratory,
National University of Singapore, Singapore, oralc@nus.edu.sg,
Chung Piaw Teo, SIA-NUS Digital Aviation Corporate Laboratory and Institute of Operations Research and Analytics, National University of
Singapore, Singapore, 117602, bizteocp@nus.edu.sg,

This research is supported by the Ministry of Education, Singapore, under its 2019 Academic Research Fund Tier 3 grant call (Award ref: MOE-2019-T3-1-010)
ABSTRACT

We develop a general framework for selecting a small pool of candidate solutions to maximize the chances that one will be optimal for a combinatorial optimization problem, under a linear and additive random payoff function. We formulate this problem using a two-stage distributionally robust model, with a mixed 0–1 semidefinite program. This approach allows us to exploit the “diversification” effect inherent in the problem to address how different candidate solutions can be selected to improve the chances that one will attain a high ex post payoff. More interestingly, using this distributionally robust optimization approach, our model recovers the “evil twin” strategy, well known in the field of football pool betting, under appropriate settings.

We also address the computational challenges of scaling up our approach to construct a moderate number of candidate solutions to increase the chances of finding one that performs well. To this end, we develop a sequential optimization approach based on a compact semidefinite programming reformulation of the problem. Extensive numerical results show the superiority of our approach over existing methods.