Editor’s Note: A longtime journalist, Margo Howard went into the family business (her mother was the fabled Ann Landers) in the 1990s as Dear Prudence. Her broad experience and understanding of human nature provide answers for the troubled — and entertainment for everyone else. Margo’s advice column, Dear Margo, appears twice a week — on Thursdays and Fridays — on wowOwow.com.

Well, now I think Dave has real trouble. It has come to light that the young assistant at the center of the Letterman/Halderman drama was being paid $200,000 a year and was sent to law school, courtesy of Letterman, with the promise that she would become his personal attorney. A guy can always be in the company of his attorney, right? Then it appears she was taken on trips “with the family,” with Regina none the wiser.

Now my guess is the humiliation is too overwhelming to overlook. My earlier thought was that the Lettermans would work it out, but now I ain’t so sure. I still think young Harry is the glue in that marriage, but he wouldn’t be the first kid to go between Mommy’s house and Daddy’s house. Were Regina to write me, I would encourage her to opt out of this humiliating arrangement and, as they say, take the money and run. I have no idea what their prenup says, but he is loaded, and given what’s gone on, her life would continue as lavishly as before. The guilty party is quite evident here … plus, the mother gets the kid, no question.

There is just so much a girl can put up with, and with each revelation he is looking more like a skunk. I wrote my previous piece with the information I had. Knowing what I know now, I am no longer sympathetic. It is quite clear that Dave, like many another middle-aged guy, cannot resist the chase and, alas, 20-some years with one woman has become totally boring to him. A pity. I believe that in any real sense he has already lost the cozy family of three, and if more drek comes out, he may lose his show. Stay tuned.