We study the problem of simultaneous predictive inference on multiple outcomes missing at random. We consider a suite of possible simultaneous coverage properties, conditionally on the missingness pattern and on the -- possibly discretized/binned -- feature values. For data with discrete feature distributions, we develop a procedure which attains feature- and missingness-conditional coverage; and further improve it via pooling its results after partitioning the unobserved outcomes. To handle general continuous feature distributions, we introduce methods based on discretized feature values. To mitigate the issue that feature-discretized data may fail to remain missing at random, we propose propensity score $\epsilon$-discretization. This approach is inspired by the balancing property of the propensity score, namely that the missing data mechanism is independent of the outcome conditional on the propensity [Rosenbaum and Rubin (1983)]. We show that the resulting pro-CP method achieves propensity score discretized feature- and missingness-conditional coverage, when the propensity score is known exactly or is estimated sufficiently accurately. Furthermore, we consider a stronger inferential target, the squared-coverage guarantee, which penalizes the spread of the coverage proportion. We propose methods -- termed pro-CP2 -- to achieve it with similar conditional properties as we have shown for usual coverage. A key novel technical contribution in our results is that propensity score discretization leads to a notion of approximate balancing, which we formalize and characterize precisely. In extensive empirical experiments on simulated data and on a job search intervention dataset, we illustrate that our procedures provide informative prediction sets with valid conditional coverage.
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