As an undergraduate at the University of Pennsylvania, Eisen was in the running for editor of the student newspaper, The Daily Pennsylvanian -- the position brought with it an automatic summer job at the Post.
Eisen lost the election in what he says was then the greatest disappointment of his life.
That election diverted Eisen's career path from journalism to academia and initiated a journey that culminated Wednesday when he was inaugurated as the seventh chancellor of the Jewish Theological Seminary of America (JTS), the flagship institution of Conservative Judaism.
But even as he settles into his new post as head of the movement's chief academic institution, it is the values of the profession he did not pursue more than those of the academy that are figuring prominently in his plans.
In describing his vision for the coming year, Eisen speaks of dialogue rather than direction. He intends to spark conversations within the movement, facilitated by JTS, in place of "canned lectures." And he believes being a Conservative Jew is largely about what journalists -- and Jews -- love most: talking.
"To be a Conservative Jew is in large part to want to be part of a certain conversation in word and in deed," Eisen said recently in a wide-ranging discussion in his JTS office.
As workers made final preparations for the inauguration seminary in the courtyard below, Eisen described Conservative Judaism not as an ironclad ethos or series of principles, but as "a constellation of attitudes and behaviors and commitments that are coherent and that distinguish this movement from others."
Eisen takes the JTS helm at a time when the Conservative movement is being seen by many as floundering, its numbers in decline and its ideological clarity muddled.
His predecessor, Rabbi Ismar Schorsh, in his parting message said the movement suffered from a "grievous failure of nerve."
Once the largest synagogue denomination in America, Conservative Judaism has fallen into second place behind the Reform, and it has become routine to speak of the movement's lack of direction and coherence.
All those challenges were awaiting Eisen when he arrived at his new office on Broadway and 122nd Street on Manhattan's Upper West Side. But what concerns the incoming chancellor most is not the supposed apathy within the movement -- a notion he says is "nothing less than absurd" -- or even the decline in its numbers.
"Numbers don't keep me up at night; Israel keeps me up at night," Eisen said. "I'm worried about the security of Israel, and I'm worried about the apparent decline in attachment on the part of American Jews to Israel. This literally, from time to time, keeps me up at night."
In the coming year, Eisen plans to focus his efforts on building stronger ties between American Jews and the State of Israel. It is part of a commitment by JTS to the Jewish people, one of three constituencies -- along with the Conservative movement and the broader North American society -- that Eisen wants the seminary to serve.
He also plans to promote dialogue between Jews and Muslims similar to the Jewish-Christian dialogue begun by Louis Finkelstein, the seminary's legendary leader from 1940 to 1972.
It is the third constituency, the Conservative movement, where expectations for Eisen's tenure are the greatest. In addition to declining numbers, the movement has been through a bruising year in which a controversial decision to ordain gay clergy polarized the rabbinic leadership and sparked fears that the denomination in the center of the ideological spectrum could not hold.
Eisen has said that the movement's historic commitment to religious pluralism -- the notion that competing views of halacha (Jewish law) can peacefully coexist -- is not enough to hold Conservative Judaism together.
Instead, he wants Conservative Jews to think more deeply about the notion of mitzvah -- a term normally described as a "good deed" or "commandment," but which Eisen says is really a much richer idea. He has urged rabbis to talk about the concept in their High Holy Days sermons, and he intends to pilot a mitzvah project in 10 congregations to get Jews talking about what they feel obligates them.
It is a task, Eisen says, that is urgent for a movement that has struggled to straddle the gap between fidelity to traditional Jewish law and principled adaptation to modernity.
"To bring Jews closer to mitzvah, one has to enrich the conception they're walking around with," Eisen said. "And that's part of the task."
Eisen's emphasis on the concept of mitzvah could end up further muddying the theological line between Reform and Conservative Judaism.
Rabbi Eric Yoffie, the president of the Union of Reform Judaism, has been firm in insisting that his movement is best understood as mitzvah-oriented, not halachic-oriented -- a distinction aimed at explaining that even as the Reform movement increases its embrace of ancient practices and rituals, it rejects the traditional Orthodox and Conservative notion of Jews being bound by an overarching system of religious law.
Eisen shows no indication of wanting to follow Yoffie's lead in affirmatively severing the direct relationship between mitzvah and halacha. Yet he clearly sees the Conservative predicament in sociological terms, as a conflict between the traditional sense of commandedness and the modern ideology of the "sovereign self," the notion that each person is lord and ruler of their own lives and practice.
In other words, Eisen's opening of a discussion on mitzvah could be understood as an attempt to address the challenge of how to inculcate a sense of obligation among followers without their feeling from the start that they are being told what they must do.
Since being tapped for the chancellorship, Eisen has traveled the country on a "listening tour," and what he found has made him optimistic. Conservative Jews want greater JTS involvement in their lives, he said. They want a clear message about what their movement stands for. They want improved quality and greater cooperation across the various arms of the movement. And on the eve of his inauguration, Eisen says he is poised to give it all to them.
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