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Answer: There is no construct through which to obligate Reuven. We will examine those that are close and see how they fall short.
Responsibility for a worker : When a worker damages a neighbor in the process of doing a job, the basic halacha is that the worker alone is obligated, except possibly if he is paid on the basis of time (see Rama, Choshen Mishpat 306:2; Pitchei Choshen, Sechirut 7:25). Common practice is for the employer to take responsibility, and this practice may be binding (see Eretz Hemdah ruling 79062; Dinei Avoda (Sadan) p. 434). Even so, this is only when the worker in the midst of work on the employer’s behalf, certainly not when he steals, all the more so if it is after the work is done. Even if a slave damages, his master is not obligated, all the more so, for a simple worker (Bava Kama 87a).
Creating a theft danger: There is a machloket whether one who knocked down the door of someone’s stable, enabling an animal to escape, is obligated to pay for the loss (Shulchan Aruch, CM 396:4). The Yam Shel Shlomo (Bava Kama 6:3) explains that the reason to obligate is that opening the door is a direct action to undo that which is keeping the animal in. This does not apply to just improving the chances for someone from without to succeed at stealing.
A neighbor’s obligation to remove danger (nizkei sh’cheinim): The Ramah (Bava Batra 1:18) obligates someone who did not fence off his property, thereby allowing robbers to come in and steal from his neighbor, whereas the Rosh (Bava Batra 2:17) exempts him. The Ramah compares this to the case in which Levi owns a wall separating his field from that of Yehuda, and Yehuda informs Levi that that the wall fell down so that their different crops will become kilayim. In that case, if Levi does not act, he must pay for the lost crops (Bava Kama 100a-b). The Rosh counters that the obligation is only when the mechanism that creates the problem begins immediately, which is not the case with robbers. The Rama (Choshen Mishpat 155:44) cites both opinions without a clear ruling. However, this cannot obligate Reuven, because even the Ramah requires Shimon to warn him, which he did not do.
Bemare Habazak - Rabbis Questions (657)
Rabbi Daniel Mann
615 - Ask the Rabbi: Halachic Status of Hydroponic Maror
616 - Ask the Rabbi: Indirect Responsibility for Theft
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While our case has similarity, the following are crucial differences that are important in the laws of garmi (whose parameters are very complex and elusive). Reuven did not realize that his hiring of pnt would bring about a theft (see Shach, CM 386:6). It was not necessarily likely that the hiring would cause the theft (it is unlikely that every neighbor of a place that pnt worked at is robbed). There is no "act of damaging" comparable to the moser’s informing the criminal. Therefore, we cannot use moser as a model for obligation without a source, of which we are not aware.
Therefore, we do not see any grounds to halachically obligate Reuven (in some cases, voluntary payment might be laudable).
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