It was heartbreaking because it was pretty clear to me that she wanted to end up with someone. If that wasn't at all important to her, then it's fine not be married. But my interpretation of the film was that it was something she wanted.
Sure, Jane would LIKE to have a romance with someone nice, but it was not as if she were "desperate" to get married.
She was not crying because she was single and didn't have a boyfriend. The first time, she was crying on the motel bed to release the tension from being in a rush and on the go.
The second time was in the Nigaraguan civil war...very stressful and scary that would make lots of people cry. Jane cried because she'd been frightened and she felt for the Nicaraguan people who were suffering because of the war.
Now there was one time when she cried over Tom...she wasn't sure where their relationship stood and she was beginning to see that he'd be too bland and emotionless for her.
And let's not forget that she cried several times over the massive lay-offs near the end...boy, was she crying oceans of tears over that, despite the fact that she herself had been promoted.
Most of the time, the crying was NOT over a man or over being single. I think Jane was a wonderful, healthy, three-dimensional, real woman who was strong and yes, bossy and ambitious, but was compassionate and very human.
She cried, but was never derailed by her tears or by unhappiness.
At the end, after her argument with Tom at the airport, when she's headed home, her eyes fill with tears, which is partially over her realization that she and Tom would never work out, but also over some of the news anchors' lack of ethics and that she was still upset over so many of her colleagues losing their jobs.
Her crying was wonderful and I liked it.
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