Abstract
Introduction
Project portfolio selection is a decision problem (Salo et al. 2011) faced by many organizations which carry out activities through projects with the aim of attaining an appropriate balance of cost, reward, and risk (see Kavadias and Chao 2007). This problem is faced, for instance, by high technology companies which launch R&D projects to create new products; municipalities which carry out maintenance and repair projects to ensure the quality of built infrastructures (Mild and Salo 2009); and research councils which select research projects that generate new knowledge and contribute to economic growth and societal well‐being.
In all these problems, the decision maker (DM) seeks to maximize the value that can be gained by carrying out a subset of available project proposals subject to relevant constraints, most notably the limited availability of resources. Once completed, each project offers some value to the DM. If there are no synergies or cannibalization effects among the projects, the resulting portfolio will yield an aggregate value which is the sum of values provided by the selected projects. Typically, however, these projects’
To date, the optimizer's curse phenomenon has been studied by examining the impacts on the
Having unbiased risk estimates is particularly important when the selected project portfolio has to comply with risk constraints. For instance, there may be a requirement that selected lower percentiles of the distribution of the portfolio value do not fall below predefined bounds (e.g., a threshold level below which the portfolio value must not be with a probability of 5% or more; for the purposes of this study, we call this the 5% VaR level) (Best 1999). The 5% VaR level can be understood in two ways, namely, it provides (i) a threshold level below which the value of the project portfolio will be with a probability of 5% and (ii) a complementary probability 100% ‐ 5% = 95% for obtaining a portfolio value which exceeds the threshold. Thus, for instance if the 5% VaR threshold level is too high and thus overestimated (i.e., there is a higher than 5% probability that the portfolio value is below this estimated threshold), the complementary 95% probability will be underestimated.
To our knowledge, Flyvbjerg (2006) is the only study on the causes of and remedies to inaccuracies in risk estimates about projects. He notes that the underestimation in risk estimates can be attributed to optimism bias and strategic misrepresentation. In our study, we show that even if the project‐specific biases associated with optimism and strategic misrepresentation are corrected so that the estimates about projects’ values are unbiased, risk estimates about the value of the project portfolio will still be systematically biased. We also show that systematic biases in VaR estimates depend on whether projects are selected in the presence of risk constraints. In particular, we show that the introduction of risk constraints does reduce risks, as one would expect. Yet, it can lower the estimated VaR level even more, which can lead to a misplaced belief that risks are under better control than what they actually are.
As a remedy, we propose alternative approaches to the calibration of risk estimates. In situations where there is an extensive record of earlier project portfolio selection processes, guidance for the required calibration can be derived from careful analyses of historical data about these processes. If not, it may be possible to characterize the key parameters of the portfolio selection problem and to use these parameters in Monte Carlo simulations to determine the appropriate calibration. In particular, we outline a portfolio selection process in which risk estimates are explicitly calibrated to derive revised estimates which do not exhibit systematic biases and thus help the DM select a project portfolio whose value is aligned with the stated risk preferences.
We contribute to the theory and practice on project portfolio selection in several ways. First, we show that risk estimates can be biased. This should be of much concern to the DM who may have to set aside reserves depending on the estimated risk level and whose decision may have to comply with risk constraints. Second, we propose approaches to the calibration of risk estimates, which help the DM select a project portfolio that is aligned with the stated risk preferences. We also illustrate this approach with a realistic example.
The study is structured as follows. Section 2 reviews the relevant literature. Section 3 describes the project portfolio selection problem and explains how conventional but biased downside risk estimates can be debiased through calibration. In section 4, we introduce risk constraints and show how risk estimates can be calibrated in the presence of constraints. Section 5 discusses the calibration of the estimates when the DM's risk aversion is captured via an exponential utility function. Section 6 illustrates the approaches of sections 3 and 4 in the context of a case study. Concluding remarks are in section 7.
Literature Review
Our work is closely related to two streams of literature. The first deals with the optimizer's curse, i.e., the expected post‐decision disappointment on the value of a selected project when the selection is made based on noisy value estimates. This phenomenon was identified by Brown (1974) and later formalized by Harrison and March (1984). Hobbs and Hepenstal (1989) analyzed this phenomenon in water resources optimization problems calling it
The second stream considers the assessment and management of risks in the selection of a portfolio of alternatives. Roy (1952) pioneered research in this area, stressing that risk and uncertainty are not the same. Instead, he notes that the risk of a portfolio occurs when the outcome is less than expected, i.e., when
Our work builds on these two streams by investigating what biases the optimizer's curse causes in (i) estimating the downside risk of the selected project portfolio and (ii) introducing risk constraints in project portfolio selection. We also propose remedies to overcome the biases that are caused by the optimizer's curse.
Downside Risk Estimation in Resource Constrained Project Portfolio Selection
Project Portfolio Selection Setting
There are
The real valued random variables for project values, value estimates, and estimation errors we represent by capital letters

Project Portfolio Selection Problem
We assume that the estimates are
Information about the correlation between project values and estimation errors is contained in their covariance matrices
Conventional but Biased Portfolio Value and Downside Risk Estimate
The conventional (but biased) decision analytic approach to estimate the value and downside risk of the
The downside risk of the selected portfolio can be obtained by computing the portfolio value that corresponds to a given VaR level
The conventional decision analysis approach ignores this conditioning so that (i) the expected value of the selected project portfolio
The estimated standard deviation of the value of the selected portfolio
The proof is similar to that of calculating standard deviation for a portfolio of stocks (Luenberger 1998), except that the decision variables for projects are binary instead of continuous as is the case for stocks.
The inverse of the standardized cumulative probability distribution of the selected portfolio value at the
A concern in the above approaches for estimating the portfolio value and its downside risk is that value estimates for the
Obtaining Unbiased (Calibrated) Portfolio Value and Downside Risk Estimate
Under some conditions, the unbiased downside risk estimates can be established in a closed‐form using the Bayesian approach. This is the case when the prior distributions on the project values are normally distributed, i.e.,
Because closed‐form solutions are not always available for deriving unbiased value and risk estimates, we propose a two‐step simulation approach to determine the appropriate calibration for deriving unbiased estimates. Calibration has been applied to subjective probability estimates in many instances (see e.g., Johnson and Bruce 2001, Lichtenstein et al. 1981). The first step in the simulation‐based calibration approach is to obtain unbiased value estimates for selecting projects which maximize the expected value of the project portfolio. The unbiased value estimates are the expected project values conditioned on the realized value estimates, i.e.,
The second step in the simulation‐based calibration approach is to obtain unbiased estimate for the downside risk. When the projects are of same type, so that their values follow the same probability distribution and their estimation errors are identically distributed, the unbiased estimate for the downside risk is
This calibration technique can be used to derive an unbiased risk estimate in any percentile. The required calibration can be estimated, in principle, either by examining past project portfolio selection data or by simulating the portfolio selection process. If historical data is used, the accuracy depends on the quality and quantity of available data. If the simulation procedure is used, the parameters of the selection problem (most notably value and error distributions, the number of proposals, and the proportion of projects being selected) need to be specified. When selecting projects, the last two parameters of the selection problem are known whilst the distributions of project values and estimation errors may not be fully known but can be evaluated from historical data or by relying on expert judgments.
Calibration in Expected Terms
We first investigate the expected calibration in portfolio value and downside risk (measured in the worst 5th percentile of the distribution of the portfolio value). We consider a setup where both the project value and conditional estimate error distributions are normally distributed so that the unbiased portfolio value and risk can be computed, using the closed‐form equations from section 3.3. We compute results by simulating the selection problem 500,000 times so that in each simulated trial we compute (i) the estimated portfolio value
In Table 1, we compare the expected calibrations when one large project is selected and when a portfolio of two small projects is selected. In order to make these selection problems comparable, the means of the project values are
The Expected Calibration When 1 Large Project or 2 Small Projects are Selected
We make three observations from Table 1. First, the expected calibrations of portfolio value and downside risk are less, in absolute terms, when two smaller projects are selected instead of one large project. This result is intuitive, because the expected bias due to the optimizer's curse is largest for the project with the highest estimated value. Thus, the expected bias in selecting the single (highest valued) large project is greater than the expected bias in selecting the two (highest and the next highest valued) small projects. Second, in expected terms, the portfolio value at the 5th percentile may need to be calibrated upward (see the selection of two small projects out of three proposals) or downward, in contrast to the portfolio value that needs to be calibrated only downward (Smith and Winkler 2006). Third, the expected calibration behaves so that the smaller the share of selected projects (shown in Table 1 by increasing the number of proposals), the less the amount of required calibration. For the expected calibration of the portfolio value, this implies that the magnitude of the downward calibration increases when fewer projects are selected. For the expected calibration of the portfolio value at the 5th percentile, this implies that the possible upward calibration (see the selection of two small projects out of three proposals) changes to downward calibration, and the magnitude of this calibration increases when the proportion of the selected projects decreases.
The results in Table 2 highlight that the expected calibrations are different for the expected value of the portfolio and its downside risk. For example, if the correlation among project values increases, the expected calibration of the portfolio value decreases while it can cause in a non‐monotonic change in the expected calibration of the downside risk, see e.g., when the correlation among estimate errors is 0 or 0.25. Also, if the estimate errors are perfectly correlated, then the expected calibration for the portfolio value is zero, whereas the expected calibration for the downside risk is significant.
The Expected Calibration as a Function of Pair‐Wise Correlation in Estimation Errors and in Value When 1 Project is Selected from 4 Proposals
Calibration in a Single Problem Instance
Faced with observed value estimates, the DM needs to decide how much to calibrate. To illustrate the simulation‐based calibration procedure in this case, we assume that the DM has the value estimates in Table 3 for 40 project proposals from which he can choose 10 projects. Based on past experience or consultation with experts, the DM knows that the project values are normally distributed
Sample Projects
In the simulation‐based calibration approach, the first step is to obtain unbiased value estimates for the projects

Example of Calibration
The calibration is different for different realizations of estimated portfolio value. In any selection problem, only one set of projects’ value estimates (and therefore estimated portfolio value) is realized, but when the similar portfolio selection problem is faced repeatedly, then different estimates will be realized. Figure 3 illustrates the conventional but biased downside risk estimates and the unbiased downside risk estimates as a function of possible realizations for the estimated portfolio values on the

The Estimated 5th Percentile Portfolio Value (Dashed Line) and the 5th Percentile Portfolio Value (Solid Line), Pair‐Wise Correlation among Values is (a) 0, (b) 0.5, (c) 1
Figure 4 complements the results in Figure 3 by illustrating that the required calibration depends on how many proposals there are and how many of these are selected. The portfolio values in these results are made comparable following the approach described in section 3.3.1 so that in all problems the expected value of a randomly selected portfolio is 100 and the coefficient of variation is 0.2.

The Estimated 5th Percentile Portfolio Value (Dashed Line) and the 5th Percentile Portfolio Value (Solid Line) When the Ratio between the Number of Project Proposals to Select from and the Number of Project Proposals is (a) 10/40, (b) 30/40, (c) 1/4, (d) 3/4
Downside Risk Constrained Project Portfolio Selection
We next consider the calibration of risk estimates when the project selection has to fulfil constraints on downside risk. In practice, such constraints may be required due to regulations on allowed risk levels or agreed risk budgets (Baule 2014, Kubo et al. 2005). The DM may also impose a risk constraint when the realization of a risky outcome of the portfolio selection problem would cause severe harm to the organization.
The conventional downside risk and resource constrained project portfolio optimization problem (that is subject to the optimizer's curse) takes the form of a chance constrained optimization problem as follows
Value and Estimation Error Distributions Are Identical
When the marginal distributions for the project values and estimation errors are identical, the calibration of the risk estimate can be included in the resource and risk constrained project portfolio selection process as follows: Obtain unbiased value estimates for projects Compute the unbiased downside risk estimate If
We consider the example in section 3.3.2 shown in Table 3. The calibrated risk estimate is
However, if this selection problem occurs repeatedly in the same context (i.e., in each selection problem with realized estimates and values, projects have the same value and estimation error distributions), we can investigate how the expected calibration of the downside risk behaves when the risk constraint is tightened and the portfolio is selected using the value estimates. This is illustrated in Figure 5 which shows that a tighter risk constraint increases the probability that the risk constraint is violated and that the portfolio will be empty. In expected terms, a tighter risk constraint reduces both the estimated risk given the selected project portfolio is not empty, i.e.,

The Expected 5th Percentile Portfolio Value (Solid Line) and its Estimate (Dashed Line) Given the Portfolio is not Empty and Probability of not Investing as a Function of Risk Constraint
We formalize the impact of tightening a risk constraint on the expected calibration for the risk estimate at the
In a resource constraint project portfolio selection problem,
Proof is in Appendix.
Proposition 1 implies that a tighter risk constraint (a greater value of
Different Value and Estimation Error Distributions
When the distributions for the project values and estimation errors are not the same, the chance constrained optimization problem in 12 needs to be solved explicitly. To make Equation 12 computationally tractable, we reformulate it as a second‐order cone programming problem
To overcome the optimizer's curse, we propose that either the unbiased estimates are used (if they are available in a closed form) and then the optimization problem in Equations (13)-(16) can be directly solved or that the risk estimates are calibrated using the simulation approach and the risk constrained portfolio selection problem is solved iteratively. Recall that when the project values are normally distributed, i.e.,
When closed‐form solutions are not available for unbiased estimates, we propose the following iterative approach to the calibration of risk estimates and the solution of the risk constrained portfolio selection problem: Obtain unbiased value estimates for projects Solve the resource constrained optimization problem 2 when Compute the unbiased downside risk estimate If the DM's desired risk level
We illustrate the impacts of the optimizer's curse on the risk constrained portfolio selection problem with the example in section 3.3.2. The value estimates are in Table 3, except that for projects 1–20

The Expected 5th Percentile Portfolio Value (Solid Line) and its Estimate (Dashed Line) as a Function of Risk Constraint
Risk‐Return Trade‐off
Often, the DM is interested in knowing how much value he can expect to forgo by imposing a risk constraint or how much more risk he would have to accept to achieve a higher expected value. A common way to investigate trade‐offs between risk and return is to establish the mean‐risk efficient frontier (Markowitz 1952). This frontier contains the Pareto optimal outcomes of an expected utility model where the objective function is a weighted sum of the project portfolio's mean and risk. One approach in deriving the mean‐risk efficient frontier is to solve a series of optimization problems with the chance constrained formulation (13)-(16) starting from a non‐binding risk constraint and to employ in each consecutive optimization problem a tighter risk constraint until the problem becomes infeasible.
We applied this process to obtain the estimated (dashed line) and unbiased (solid line) mean‐risk efficient frontiers for the example in section 4.2 with high and low risk projects, see Figure 7. Besides illustrating trade‐offs between risk and return, Figure 7 shows the required calibration for the mean and the 5th percentile values of the project portfolio as a function of the DM's risk aversion. If the DM focuses on maximizing the value of the project portfolio, marked with crosses, (minimizing the risk of the portfolio, marked with circles), the required calibration for the expected value and the 5th percentile value of the portfolio are −22 and 11, respectively (as compared to 4 and 7 when minimizing the risk). Therefore, due to the optimizer's curse, a risk neutral DM who maximizes the portfolio value overestimates the expected portfolio value and underestimates the 5th percentile value of the portfolio. However, in this example, a risk averse DM who minimizes the risk of the portfolio will underestimate both the expected and the 5th percentile value of the portfolio.

The Mean‐5th Percentile Efficient Frontiers
Risk‐Averse Portfolio Selection Using Exponential Utility Function
As an alternative to constraining the downside risk, the DM's risk attitude can be captured via an exponential utility function
For the example in section 4.2, the results in Figure 8 show that the calibration for the expected utility first decreases (in region 1) and then increases (in region 2) as the risk aversion term

The Calibration of the Expected Utility as a Function of the Risk Aversion
A Case Study
We next illustrate with a realistic case study how the proposed calibration technique for assessing the downside risk of portfolio value can be employed in risk constrained project portfolio selection. This process is structured into three steps.
The first step in the process is to characterize the portfolio selection setup, including the assessment of the project value and estimation error distributions. In the case study, we consider the selection of a pharmaceutical project portfolio based on the data from Kloeber (2011). In this selection problem, there are 3 projects which are to be selected out of 12 proposals based on estimated expected net present values (E[NPV]). Table 4 shows the project proposals with their estimated E[NPV]s and standard deviations for estimation errors. The estimation errors are independent from each other. The project proposals come from the same pool of projects, and their E[NPV]s are normally distributed with
Sample Projects
The second step is to evaluate the trade‐offs between the expected return of the portfolio and risk. We have derived the actual calibrated mean‐5th percentile efficient frontier (using unbiased value estimates obtained from Equations (7)-(9)) and its estimate (using the value estimates directly) for the portfolio selection problem in Figure 9. This figure illustrates that if value estimates are used directly both risk and the expected value of the portfolio are significantly overestimated. In fact, a risk neutral portfolio of projects 1–3 require the 5th percentile portfolio value estimate to be calibrated upward by (−509.3 − (+44.2))/−509.3 ≈ 110%. The overall range for the required calibration is from 110% (risk neutral) to 0% (risk averse) depending on the level of risk aversion. Thus, if the biased estimates were to be employed and the portfolio is required to yield an E[NPV] of at least 50 at the 5th percentile of the portfolio value (i.e.,

The Mean‐5th Percentile Efficient Frontiers
The Composition and Value of the Portfolio as a Function of Risk
The final step is to select a portfolio whose risk level is acceptable. If the DM has a strict constraint for risk
The key takeaways from this case study are that using biased value estimates can result in (i) the significant overestimation of risk, (ii) selecting a too conservative portfolio of projects with only low risk and low value projects, and (iii) missing out on opportunities to achieve a greater expected return. These problems can be avoided by calibrating the portfolio value and risk estimates.
Conclusions
We have shown that estimation errors about the future value of projects, combined with the fact that only some of the projects can be selected, has major implications for estimating the risk of the selected project portfolio. By addressing this topic, we have made both theoretical and practical contributions to the literature on project portfolio selection.
First, we have shown that the direct use of uncertain value estimates about projects can lead to systematic biases in estimates about the risk of the resulting project portfolio. These biases are problematic because underestimation and overestimation of risks are both undesirable. In the case of underestimation, the DM will be exposed to greater risks than what was expected. In the case of overestimation, the DM may unnecessarily abstain from starting risky projects in the expectation that possible risk constraints would be violated, although this would not be the case.
Second, in order to reduce the estimation error in the risk, we have proposed a general framework for the calibration of estimated risks. Under some conditions, the appropriate amount of calibration can be derived in closed‐form and, more generally, by quantifying the key parameters of the project selection problem and by using these parameters to simulate a large number of problem instances. The parameters for this simulation approach can be elicited by performing statistical analyses of past project selection processes or by consulting experts.
Third, the introduction of risk constraints may lead to larger errors in risk estimates. In particular, we have shown that, in keeping with expectations, the introduction of a risk constraint does curtail expected downside risks. However, it can reduce the expected estimated downside risk even more, and consequently the introduction of a tighter risk constraint may erroneously suggest that risks are better managed than what they actually are. In practice, this is a concern of utmost importance when the selection is constrained by resources and risks alike. As a solution to the problem, we propose a procedure for calibrating risk estimates in project portfolio selection. This procedure helps the DM select a project portfolio that is better aligned with his stated risk preferences while eliminating systematic biases in the risk estimate.
This research can be applied empirically to investigating completed processes of project portfolio selection. Such empirical studies should ideally build on sufficiently extensive data sets which contain information about estimated and realized project values (even if information about realized values can be provided for selected projects only). As a complement, therefore, controlled empirical experiments could be carried out to gain further insights into the presence of risks in the project portfolio selection problem.
Finally, the problem we have identified, examined, and proposed a solution for is present in any resource constrained project portfolio selection problem in which risks matter and only a subset of a large number of alternatives are selected based on value estimates that contain random estimation errors. Such problems are encountered frequently by public and private organizations when they select R&D projects, sites for production facilities, business development initiatives, or supply chain subcontractors. Consequently, there are fertile opportunities for carrying out empirical case studies based on the results of this study.
